(S)-2-(Biphenyl-4-sulfonylamino)-3-phenyl-propionic acid

ID: ALA351806

Chembl Id: CHEMBL351806

Cas Number: 229165-58-6

PubChem CID: 44372530

Max Phase: Preclinical

Molecular Formula: C21H19NO4S

Molecular Weight: 381.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H](Cc1ccccc1)NS(=O)(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C21H19NO4S/c23-21(24)20(15-16-7-3-1-4-8-16)22-27(25,26)19-13-11-18(12-14-19)17-9-5-2-6-10-17/h1-14,20,22H,15H2,(H,23,24)/t20-/m0/s1

Standard InChI Key:  JBYHBQIDTNHWJF-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA351806

   N-([1,1'-Biphenyl]-4-sulfonyl)-L-phenylalanine

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: 381.45

Molecular Weight (Monoisotopic): 381.1035

AlogP: 3.33

#Rotatable Bonds: 7

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.41

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 0.75

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -0.65

References

1. Tamura Y, Watanabe F, Nakatani T, Yasui K, Fuji M, Komurasaki T, Tsuzuki H, Maekawa R, Yoshioka T, Kawada K, Sugita K, Ohtani M..  (1998)  Highly selective and orally active inhibitors of type IV collagenase (MMP-9 and MMP-2): N-sulfonylamino acid derivatives.,  41  (4): [PMID:9484512] [10.1021/jm9707582]

2. Day JA, Cohen SM..  (2013)  Investigating the selectivity of metalloenzyme inhibitors.,  56  (20): [PMID:24074025] [10.1021/jm401053m]

Source

Source(1):

• Scientific Literature