(S)-3-methyl-2-(4'-(3-methyl-4-(methylsulfonamido)benzofuran-2-carboxamido)biphenyl-4-ylsulfonamido)butanoic acid

ID: ALA562003

Chembl Id: CHEMBL562003

PubChem CID: 11467517

Max Phase: Preclinical

Molecular Formula: C28H29N3O8S2

Molecular Weight: 599.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(C(=O)Nc2ccc(-c3ccc(S(=O)(=O)N[C@H](C(=O)O)C(C)C)cc3)cc2)oc2cccc(NS(C)(=O)=O)c12

Standard InChI:  InChI=1S/C28H29N3O8S2/c1-16(2)25(28(33)34)31-41(37,38)21-14-10-19(11-15-21)18-8-12-20(13-9-18)29-27(32)26-17(3)24-22(30-40(4,35)36)6-5-7-23(24)39-26/h5-16,25,30-31H,1-4H3,(H,29,32)(H,33,34)/t25-/m0/s1

Standard InChI Key:  FSIUHCOQNBURSE-VWLOTQADSA-N

Alternative Forms

1. Parent:

   

   ALA562003

   (S)-3-methyl-2-(4''-(3-methyl-4-(methylsulfonamido)benzofuran-2-carboxamido)biphenyl-4-ylsulfonamido)butanoic 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: 599.69

Molecular Weight (Monoisotopic): 599.1396

AlogP: 4.42

#Rotatable Bonds: 10

Polar Surface Area: 171.88

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.33

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: -0.07

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.21

Np Likeness Score: -1.09

References

1. Li W, Hu Y, Li J, Thomason JR, DeVincentis D, Du X, Wu J, Hotchandani R, Rush TS, Skotnicki JS, Tam S, Chockalingam PS, Morris EA, Levin JI..  (2009)  3,4-Disubstituted benzofuran P1' MMP-13 inhibitors: optimization of selectivity and reduction of protein binding.,  19  (16): [PMID:19625186] [10.1016/j.bmcl.2009.07.008]

Source

Source(1):

• Scientific Literature