5-{2-[(2'3',4'-hydroxy-biphenyl-3-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic acid

ID: ALA373592

Chembl Id: CHEMBL373592

PubChem CID: 44420657

Max Phase: Preclinical

Molecular Formula: C24H17NO6S

Molecular Weight: 447.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1-c1ccc(C(=O)O)s1)c1cccc(-c2ccc(O)c(O)c2O)c1

Standard InChI:  InChI=1S/C24H17NO6S/c26-18-9-8-15(21(27)22(18)28)13-4-3-5-14(12-13)23(29)25-17-7-2-1-6-16(17)19-10-11-20(32-19)24(30)31/h1-12,26-28H,(H,25,29)(H,30,31)

Standard InChI Key:  UWEWOIYXLWDCAV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA373592

   5-{2-[(2''3'',4''-Hydroxy-biphenyl-3-carbonyl)-amino]-phenyl}-thiophene-2-carboxylic 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: 447.47

Molecular Weight (Monoisotopic): 447.0777

AlogP: 5.15

#Rotatable Bonds: 5

Polar Surface Area: 127.09

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.34

CX Basic pKa:

CX LogP: 5.02

CX LogD: 1.58

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: -0.45

References

1. Kranich R, Busemann AS, Bock D, Schroeter-Maas S, Beyer D, Heinemann B, Meyer M, Schierhorn K, Zahlten R, Wolff G, Aydt EM..  (2007)  Rational design of novel, potent small molecule pan-selectin antagonists.,  50  (6): [PMID:17302397] [10.1021/jm060536g]

Source

Source(1):

• Scientific Literature