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HTML 

              
                <div class="wrapper">
    <div class="container">
        <div class="left">
            <div class="top">
                <input type="text" placeholder="Search" />
                <a href="javascript:;" class="search"></a>
            </div>
            <ul class="people">
                <li class="person" data-chat="person1">
                    <img src="https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/thomas.jpg" alt="" />
                    <span class="name">Thomas Bangalter</span>
                    <span class="time">2:09 PM</span>
                    <span class="preview">I was wondering...</span>
                </li>
                <li class="person" data-chat="person2">
                    <img src="https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/dog.png" alt="" />
                    <span class="name">Dog Woofson</span>
                    <span class="time">1:44 PM</span>
                    <span class="preview">I've forgotten how it felt before</span>
                </li>
                <li class="person" data-chat="person3">
                    <img src="https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/louis-ck.jpeg" alt="" />
                    <span class="name">Louis CK</span>
                    <span class="time">2:09 PM</span>
                    <span class="preview">But we’re probably gonna need a new carpet.</span>
                </li>
                <li class="person" data-chat="person4">
                    <img src="https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/bo-jackson.jpg" alt="" />
                    <span class="name">Bo Jackson</span>
                    <span class="time">2:09 PM</span>
                    <span class="preview">It’s not that bad...</span>
                </li>
                <li class="person" data-chat="person5">
                    <img src="https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/michael-jordan.jpg" alt="" />
                    <span class="name">Michael Jordan</span>
                    <span class="time">2:09 PM</span>
                    <span class="preview">Wasup for the third time like is 
you blind bitch</span>
                </li>
                <li class="person" data-chat="person6">
                    <img src="https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/drake.jpg" alt="" />
                    <span class="name">Drake</span>
                    <span class="time">2:09 PM</span>
                    <span class="preview">howdoyoudoaspace</span>
                </li>
            </ul>
        </div>
        <div class="right">
            <div class="top"><span>To: <span class="name">Dog Woofson</span></span></div>
            <div class="chat" data-chat="person1">
                <div class="conversation-start">
                    <span>Today, 6:48 AM</span>
                </div>
                <div class="bubble you">
                    Hello,
                </div>
                <div class="bubble you">
                    it's me.
                </div>
                <div class="bubble you">
                    I was wondering...
                </div>
            </div>
            <div class="chat" data-chat="person2">
                <div class="conversation-start">
                    <span>Today, 5:38 PM</span>
                </div>
                <div class="bubble you">
                    Hello, can you hear me?
                </div>
                <div class="bubble you">
                    I'm in California dreaming
                </div>
                <div class="bubble me">
                    ... about who we used to be.
                </div>
                <div class="bubble me">
                    Are you serious?
                </div>
                <div class="bubble you">
                    When we were younger and free...
                </div>
                <div class="bubble you">
                    I've forgotten how it felt before
                </div>
            </div>
            <div class="chat" data-chat="person3">
                <div class="conversation-start">
                    <span>Today, 3:38 AM</span>
                </div>
                <div class="bubble you">
                    Hey human!
                </div>
                <div class="bubble you">
                    Umm... Someone took a shit in the hallway.
                </div>
                <div class="bubble me">
                    ... what.
                </div>
                <div class="bubble me">
                    Are you serious?
                </div>
                <div class="bubble you">
                    I mean...
                </div>
                <div class="bubble you">
                    It’s not that bad...
                </div>
                <div class="bubble you">
                    But we’re probably gonna need a new carpet.
                </div>
            </div>
            <div class="chat" data-chat="person4">
                <div class="conversation-start">
                    <span>Yesterday, 4:20 PM</span>
                </div>
                <div class="bubble me">
                    Hey human!
                </div>
                <div class="bubble me">
                    Umm... Someone took a shit in the hallway.
                </div>
                <div class="bubble you">
                    ... what.
                </div>
                <div class="bubble you">
                    Are you serious?
                </div>
                <div class="bubble me">
                    I mean...
                </div>
                <div class="bubble me">
                    It’s not that bad...
                </div>
            </div>
            <div class="chat" data-chat="person5">
                <div class="conversation-start">
                    <span>Today, 6:28 AM</span>
                </div>
                <div class="bubble you">
                    Wasup
                </div>
                <div class="bubble you">
                    Wasup
                </div>
                <div class="bubble you">
                    Wasup for the third time like is <br />you blind bitch
                </div>

            </div>
            <div class="chat" data-chat="person6">
                <div class="conversation-start">
                    <span>Monday, 1:27 PM</span>
                </div>
                <div class="bubble you">
                    So, how's your new phone?
                </div>
                <div class="bubble you">
                    You finally have a smartphone :D
                </div>
                <div class="bubble me">
                    Drake?
                </div>
                <div class="bubble me">
                    Why aren't you answering?
                </div>
                <div class="bubble you">
                    howdoyoudoaspace
                </div>
            </div>
            <div class="write">
                <a href="javascript:;" class="write-link attach"></a>
                <input type="text" />
                <a href="javascript:;" class="write-link smiley"></a>
                <a href="javascript:;" class="write-link send"></a>
            </div>
        </div>
    </div>
</div>
!

CSS 

              
                @mixin font-bold {
    font-family: 'Source Sans Pro', sans-serif;
    font-weight: 600;
}
@mixin font {
    font-family: 'Source Sans Pro', sans-serif;
    font-weight: 400;
}
@mixin placeholder {
    &::-webkit-input-placeholder {
        @content;
    }
    &:-moz-placeholder {
        @content;
    }
    &::-moz-placeholder {
        @content;
    }
    &:-ms-input-placeholder {
        @content;
    }
}

*, *:before, *:after {
    box-sizing: border-box;
}

:root {
    --white: #fff;
    --black: #000;
    --bg: #f8f8f8;
    --grey: #999;
    --dark: #1a1a1a;
    --light: #e6e6e6;
    --wrapper: 1000px;
    --blue: #00b0ff;
}

body {
    background-color: var(--bg);
    -webkit-font-smoothing: antialiased;
    -moz-osx-font-smoothing: grayscale;
    text-rendering: optimizeLegibility;
    @include font;
    background-image: url('https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/image.jpg');
    background-size: cover;
    background-repeat: none;
}
.wrapper {
    position: relative;
    left: 50%;
    width: var(--wrapper);
    height: 800px;
    transform: translate(-50%, 0);
}
.container {
    position: relative;
    top: 50%;
    left: 50%;
    width: 80%;
    height: 75%;
    background-color: var(--white);
    transform: translate(-50%, -50%);
    .left {
        float: left;
        width: 37.6%;
        height: 100%;
        border: 1px solid var(--light);
        background-color: var(--white);
        .top {
            position: relative;
            width: 100%;
            height: 96px;
            padding: 29px;
            &:after {
                position: absolute;
                bottom: 0;
                left: 50%;
                display: block;
                width: 80%;
                height: 1px;
                content: '';
                background-color: var(--light);
                transform: translate(-50%, 0);
            }
        }
        input {
            float: left;
            width: 188px;
            height: 42px;
            padding: 0 15px;
            border: 1px solid var(--light);
            background-color: #eceff1;
            border-radius: 21px;
            @include font();
            &:focus {
                outline: none;
            }
        }
        a.search {
            display: block;
            float: left;
            width: 42px;
            height: 42px;
            margin-left: 10px;
            border: 1px solid var(--light);
            background-color: var(--blue);
            background-image: url('https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/name-type.png');
            background-repeat: no-repeat;
            background-position: top 12px left 14px;
            border-radius: 50%;
        }
        .people {
            margin-left: -1px;
            border-right: 1px solid var(--light);
            border-left: 1px solid var(--light);
            width: calc(100% + 2px);
            .person {
                position: relative;
                width: 100%;
                padding: 12px 10% 16px;
                cursor: pointer;
                background-color: var(--white);
                &:after {
                    position: absolute;
                    bottom: 0;
                    left: 50%;
                    display: block;
                    width: 80%;
                    height: 1px;
                    content: '';
                    background-color: var(--light);
                    transform: translate(-50%, 0);
                }
                img {
                    float: left;
                    width: 40px;
                    height: 40px;
                    margin-right: 12px;
                    border-radius: 50%;
																				object-fit: cover;
                }
                .name {
                    font-size: 14px;
                    line-height: 22px;
                    color: var(--dark);
                    @include font-bold;
                }
                .time {
                    font-size: 14px;
                    position: absolute;
                    top: 16px;
                    right: 10%;
                    padding: 0 0 5px 5px;
                    color: var(--grey);
                    background-color: var(--white);
                }
                .preview {
                    font-size: 14px;
                    display: inline-block;
                    overflow: hidden !important;
                    width: 70%;
                    white-space: nowrap;
                    text-overflow: ellipsis;
                    color: var(--grey);
                }
                &.active,&:hover {
                    margin-top: -1px;
                    margin-left: -1px;
                    padding-top: 13px;
                    border: 0;
                    background-color: var(--blue);
                    width: calc(100% + 2px);
                    padding-left: calc(10% + 1px);
                    span {
                        color: var(--white);
                        background: transparent;
                    }
                    &:after {
                        display: none;
                    }
                }
            }
        }
    }
    .right {
        position: relative;
        float: left;
        width: 62.4%;
        height: 100%;
        .top {
            width: 100%;
            height: 47px;
            padding: 15px 29px;
            background-color: #eceff1;
            span {
                font-size: 15px;
                color: var(--grey);
                .name {
                    color: var(--dark);
                    @include font-bold;
                }
            }
        }
        .chat {
            position: relative;
            display: none;
            overflow: hidden;
            padding: 0 35px 92px;
            border-width: 1px 1px 1px 0;
            border-style: solid;
            border-color: var(--light);
            height: calc(100% - 48px);
            justify-content: flex-end;
            flex-direction: column;
            &.active-chat {
                display: block;
                display: flex;
                .bubble {
                    transition-timing-function: cubic-bezier(.4,-.04, 1, 1);
                    @for $i from 1 through 10 {
                        &:nth-of-type(#{$i}) {
                            animation-duration: .15s * $i;
                        }
                    }
                }
            }
        }
        .write {
            position: absolute;
            bottom: 29px;
            left: 30px;
            height: 42px;
            padding-left: 8px;
            border: 1px solid var(--light);
            background-color: #eceff1;
            width: calc(100% - 58px);
            border-radius: 5px;
            input {
                font-size: 16px;
                float: left;
                width: 347px;
                height: 40px;
                padding: 0 10px;
                color: var(--dark);
                border: 0;
                outline: none;
                background-color: #eceff1;
                @include font;
            }
            .write-link {
                &.attach {
                    &:before {
                        display: inline-block;
                        float: left;
                        width: 20px;
                        height: 42px;
                        content: '';
                        background-image: url('https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/attachment.png');
                        background-repeat: no-repeat;
                        background-position: center;
                    }
                }
                &.smiley {
                    &:before {
                        display: inline-block;
                        float: left;
                        width: 20px;
                        height: 42px;
                        content: '';
                        background-image: url('https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/smiley.png');
                        background-repeat: no-repeat;
                        background-position: center;
                    }
                }
                &.send {
                    &:before {
                        display: inline-block;
                        float: left;
                        width: 20px;
                        height: 42px;
                        margin-left: 11px;
                        content: '';
                        background-image: url('https://s3-us-west-2.amazonaws.com/s.cdpn.io/382994/send.png');
                        background-repeat: no-repeat;
                        background-position: center;
                    }
                }
            }
        }
        .bubble {
            font-size: 16px;
            position: relative;
            display: inline-block;
            clear: both;
            margin-bottom: 8px;
            padding: 13px 14px;
            vertical-align: top;
            border-radius: 5px;
            &:before {
                position: absolute;
                top: 19px;
                display: block;
                width: 8px;
                height: 6px;
                content: '\00a0';
                transform: rotate(29deg) skew(-35deg);
            }
            &.you {
                float: left;
                color: var(--white);
                background-color: var(--blue);
                align-self: flex-start;
                animation-name: slideFromLeft;
                &:before {
                    left: -3px;
                    background-color: var(--blue);
                }
            }
            &.me {
                float: right;
                color: var(--dark);
                background-color: #eceff1;
                align-self: flex-end;
                animation-name: slideFromRight;
                &:before {
                    right: -3px;
                    background-color: #eceff1;
                }
            }
        }
        .conversation-start {
            position: relative;
            width: 100%;
            margin-bottom: 27px;
            text-align: center;
            span {
                font-size: 14px;
                display: inline-block;
                color: var(--grey);
                &:before,&:after {
                    position: absolute;
                    top: 10px;
                    display: inline-block;
                    width: 30%;
                    height: 1px;
                    content: '';
                    background-color: var(--light);
                }
                &:before {
                    left: 0;
                }
                &:after {
                    right: 0;
                }
            }
        }
    }
}
@keyframes slideFromLeft {
    0% {
        margin-left: -200px;
        opacity: 0;
    }
    100% {
        margin-left: 0;
        opacity: 1;
    }
}
@-webkit-keyframes slideFromLeft {
    0% {
        margin-left: -200px;
        opacity: 0;
    }
    100% {
        margin-left: 0;
        opacity: 1;
    }
}
@keyframes slideFromRight {
    0% {
        margin-right: -200px;
        opacity: 0;
    }
    100% {
        margin-right: 0;
        opacity: 1;
    }
}
@-webkit-keyframes slideFromRight {
    0% {
        margin-right: -200px;
        opacity: 0;
    }
    100% {
        margin-right: 0;
        opacity: 1;
    }
}
!

JS 

              
                document.querySelector('.chat[data-chat=person2]').classList.add('active-chat')
document.querySelector('.person[data-chat=person2]').classList.add('active')

let friends = {
    list: document.querySelector('ul.people'),
    all: document.querySelectorAll('.left .person'),
    name: ''
  },
  chat = {
    container: document.querySelector('.container .right'),
    current: null,
    person: null,
    name: document.querySelector('.container .right .top .name')
  }

friends.all.forEach(f => {
  f.addEventListener('mousedown', () => {
    f.classList.contains('active') || setAciveChat(f)
  })
});

function setAciveChat(f) {
  friends.list.querySelector('.active').classList.remove('active')
  f.classList.add('active')
  chat.current = chat.container.querySelector('.active-chat')
  chat.person = f.getAttribute('data-chat')
  chat.current.classList.remove('active-chat')
  chat.container.querySelector('[data-chat="' + chat.person + '"]').classList.add('active-chat')
  friends.name = f.querySelector('.name').innerText
  chat.name.innerHTML = friends.name
}
!
999px

Console