Lifitegrast sodium

Drug type
Small molecule

Listing at source
Listed

Drug type
Small molecule
Drug name
Lifitegrast sodium
Molecular weight
Structure (SMILES)
CS(=O)(=O)c1cccc(C[C@H](NC(=O)c2c(Cl)cc3c(c2Cl)CCN(C(=O)c2ccc4ccoc4c2)C3)C(=O)[O-])c1.[Na+]

  • l phenylalanine n 2 6 benzofuranylcarbonyl 5 7 dichloro 1 2 3 4 tetrahydro 6 isoquinolinyl carbonyl 3 methylsulfonyl sodium salt 1 1
  • L-PHENYLALANINE, N-((2-(6-BENZOFURANYLCARBONYL)-5,7-DICHLORO-1,2,3,4-TETRAHYDRO-6-ISOQUINOLINYL)CARBONYL)-3-(METHYLSULFONYL)-, SODIUM SALT (1:1)
  • lifitegrast sodium
  • Lifitegrast sodium
  • LIFITEGRAST SODIUM [USAN]
  • Lifitegrast sodium [WHO-DD]
  • lifitegrast sodium usan
  • lifitegrast sodium who dd
  • sar 1118 023
  • SAR 1118-023
  • SAR-1118-023
  • Sodium (2S)-2-({[2-(benzofuran-6-ylcarbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinolin-6-yl]carbonyl}amino)-3-[3-(methylsulfonyl)phenyl]propanoate
  • sodium 2s 2 2 benzofuran 6 ylcarbonyl 5 7 dichloro 1 2 3 4 tetrahydroisoquinolin 6 yl carbonyl amino 3 3 methylsulfonyl phenyl propanoate

CAS registry numbers
  • 1119276-80-0
ChEMBL ID
CHEMBL2048409
InChIKey
BPWOKOSRORLLIN-BQAIUKQQSA-M
PubChem compound IDs
  • 56963348
FDA ingredient codes (UNII)
  • QG18FLP1KP

First in class
No
Orphan designation
No

Drug name stem
-ast

Open Targets mechanisms

  • Mechanism
    Integrin alpha-L/beta-2 (LFA-1) antagonist
    Action type
    Antagonist
    Target
    Integrin alpha-L/beta-2 (LFA-1)

  • Condition identifier
    HP_0001097
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0003799
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0005328
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005642
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0006733
    Highest recorded phase
    4

  • Event
    abdominal pain
    Reports
    4
    Reporting signal score
    26.5742
  • Event
    abnormal sensation in eye
    Reports
    18
    Reporting signal score
    48.6528
  • Event
    anaemia
    Reports
    1
    Reporting signal score
    35.9026
  • Event
    arthralgia
    Reports
    2
    Reporting signal score
    46.0898
  • Event
    asthenia
    Reports
    4
    Reporting signal score
    38.8517
  • Event
    asthenopia
    Reports
    15
    Reporting signal score
    38.5092
  • Event
    back pain
    Reports
    4
    Reporting signal score
    18.0137
  • Event
    burning sensation
    Reports
    31
    Reporting signal score
    18.3043
  • Event
    constipation
    Reports
    4
    Reporting signal score
    17.0004
  • Event
    corneal abrasion
    Reports
    6
    Reporting signal score
    14.969
  • Event
    corneal disorder
    Reports
    9
    Reporting signal score
    19.1738
  • Event
    decreased appetite
    Reports
    4
    Reporting signal score
    16.3723
  • Event
    depression
    Reports
    1
    Reporting signal score
    25.1915
  • Event
    diarrhoea
    Reports
    10
    Reporting signal score
    63.9608
  • Event
    drug interaction
    Reports
    3
    Reporting signal score
    26.3372
  • Event
    dry eye
    Reports
    165
    Reporting signal score
    449.044
  • Event
    dysgeusia
    Reports
    315
    Reporting signal score
    834.743
  • Event
    dyspnoea
    Reports
    35
    Reporting signal score
    18.5158
  • Event
    erythema of eyelid
    Reports
    12
    Reporting signal score
    24.2809
  • Event
    eye complication associated with device
    Reports
    4
    Reporting signal score
    15.7243
  • Event
    eye discharge
    Reports
    81
    Reporting signal score
    274.554
  • Event
    eye disorder
    Reports
    66
    Reporting signal score
    134.128
  • Event
    eye infection
    Reports
    13
    Reporting signal score
    17.4097
  • Event
    eye injury
    Reports
    11
    Reporting signal score
    29.2452
  • Event
    eye irritation
    Reports
    486
    Reporting signal score
    1,891.73

And 77 more, listed on the interactive page.

Hydrogen bond acceptors
6
Hydrogen bond donors
2
Polar surface area
133.99
Calculated partition coefficient (ALogP)
4.77
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
1
Rotatable bonds
7
Heavy atoms
42
Molecular formula
C29H23Cl2N2NaO7S
Monoisotopic mass
636.0500719
Natural product
No

Recorded assays
1
Active assays
0

Related records

Trials (26)