(5-{2-[(3',4',5'-trihydroxy-biphenyl-3-carbonyl)-amino]-phenyl}-thiophen-2-yl)-acetic acid

ID: ALA374927

Chembl Id: CHEMBL374927

PubChem CID: 16116558

Max Phase: Preclinical

Molecular Formula: C25H19NO6S

Molecular Weight: 461.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccc(-c2ccccc2NC(=O)c2cccc(-c3cc(O)c(O)c(O)c3)c2)s1

Standard InChI:  InChI=1S/C25H19NO6S/c27-20-11-16(12-21(28)24(20)31)14-4-3-5-15(10-14)25(32)26-19-7-2-1-6-18(19)22-9-8-17(33-22)13-23(29)30/h1-12,27-28,31H,13H2,(H,26,32)(H,29,30)

Standard InChI Key:  XAMINBCJYQBVJF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA374927

   2-[5-[2-[[3-(3,4,5-Trihydroxyphenyl)benzoyl]amino]phenyl]thiophen-2-yl]acetic 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: 461.50

Molecular Weight (Monoisotopic): 461.0933

AlogP: 5.08

#Rotatable Bonds: 6

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: 4.60

CX Basic pKa:

CX LogP: 5.00

CX LogD: 2.25

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: -0.67

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