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

ID: ALA223010

Chembl Id: CHEMBL223010

PubChem CID: 44420659

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)c2ccc(-c3ccc(O)c(O)c3O)cc2)s1

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

Standard InChI Key:  UAVDYRZYPVHLQZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA223010

   2-[5-[2-[[4-(2,3,4-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: -0.48

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