(S)-2-(4'-(4-cyano-3-methylbenzofuran-2-carboxamido)biphenyl-4-ylsulfonamido)-3-methylbutanoic acid

ID: ALA556645

Chembl Id: CHEMBL556645

PubChem CID: 11466734

Max Phase: Preclinical

Molecular Formula: C28H25N3O6S

Molecular Weight: 531.59

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(C#N)c12

Standard InChI:  InChI=1S/C28H25N3O6S/c1-16(2)25(28(33)34)31-38(35,36)22-13-9-19(10-14-22)18-7-11-21(12-8-18)30-27(32)26-17(3)24-20(15-29)5-4-6-23(24)37-26/h4-14,16,25,31H,1-3H3,(H,30,32)(H,33,34)/t25-/m0/s1

Standard InChI Key:  KNWGEVZOUCQOLE-VWLOTQADSA-N

Alternative Forms

1. Parent:

   

   ALA556645

   (S)-2-(4''-(4-cyano-3-methylbenzofuran-2-carboxamido)biphenyl-4-ylsulfonamido)-3-methylbutanoic 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: 531.59

Molecular Weight (Monoisotopic): 531.1464

AlogP: 4.92

#Rotatable Bonds: 8

Polar Surface Area: 149.50

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.33

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 1.50

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.29

Np Likeness Score: -1.16

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