(S)-2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-(ethylsulfonyl)phenyl)propanoic acid

ID: ALA2048036

Chembl Id: CHEMBL2048036

PubChem CID: 42599348

Max Phase: Preclinical

Molecular Formula: C30H26Cl2N2O7S

Molecular Weight: 629.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1cccc(C[C@H](NC(=O)c2c(Cl)cc3c(c2Cl)CCN(C(=O)c2ccc4ccoc4c2)C3)C(=O)O)c1

Standard InChI:  InChI=1S/C30H26Cl2N2O7S/c1-2-42(39,40)21-5-3-4-17(12-21)13-24(30(37)38)33-28(35)26-23(31)14-20-16-34(10-8-22(20)27(26)32)29(36)19-7-6-18-9-11-41-25(18)15-19/h3-7,9,11-12,14-15,24H,2,8,10,13,16H2,1H3,(H,33,35)(H,37,38)/t24-/m0/s1

Standard InChI Key:  HXFLTJZCIRRAHJ-DEOSSOPVSA-N

Alternative Forms

1. Parent:

   

   ALA2048036

   (2S)-2-[[2-(1-benzofuran-6-carbonyl)-5,7-dichloro-3,4-dihydro-1H-isoquinoline-6-carbonyl]amino]-3-(3-ethylsulfonylphenyl)propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 629.52

Molecular Weight (Monoisotopic): 628.0838

AlogP: 5.16

#Rotatable Bonds: 8

Polar Surface Area: 133.99

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.34

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 1.11

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.28

Np Likeness Score: -0.83

References

1. Zhong M, Gadek TR, Bui M, Shen W, Burnier J, Barr KJ, Hanan EJ, Oslob JD, Yu CH, Zhu J, Arkin MR, Evanchik MJ, Flanagan WM, Hoch U, Hyde J, Prabhu S, Silverman JA, Wright J..  (2012)  Discovery and Development of Potent LFA-1/ICAM-1 Antagonist SAR 1118 as an Ophthalmic Solution for Treating Dry Eye.,  3  (3): [PMID:24900456] [10.1021/ml2002482]

Source

Source(1):

• Scientific Literature