(5-{2-[3-(2,3,4-trihydroxy-phenyl)-propionylamino]-phenyl}-thiophen-2-yl)-acetic acid

ID: ALA387380

Chembl Id: CHEMBL387380

PubChem CID: 16116166

Max Phase: Preclinical

Molecular Formula: C21H19NO6S

Molecular Weight: 413.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccc(-c2ccccc2NC(=O)CCc2ccc(O)c(O)c2O)s1

Standard InChI:  InChI=1S/C21H19NO6S/c23-16-8-5-12(20(27)21(16)28)6-10-18(24)22-15-4-2-1-3-14(15)17-9-7-13(29-17)11-19(25)26/h1-5,7-9,23,27-28H,6,10-11H2,(H,22,24)(H,25,26)

Standard InChI Key:  KQKDZICPZJFAJG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA387380

   (5-{2-[3-(2,3,4-Trihydroxy-phenyl)-propionylamino]-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: 413.45

Molecular Weight (Monoisotopic): 413.0933

AlogP: 3.73

#Rotatable Bonds: 7

Polar Surface Area: 127.09

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.63

CX Basic pKa:

CX LogP: 3.77

CX LogD: 1.06

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -0.42

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