2-methyl-3-[2-(3,4,5-trihydroxy-phenyl)-acetylamino]-benzoic acid

ID: ALA220046

Chembl Id: CHEMBL220046

PubChem CID: 16116164

Max Phase: Preclinical

Molecular Formula: C16H15NO6

Molecular Weight: 317.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(NC(=O)Cc2cc(O)c(O)c(O)c2)cccc1C(=O)O

Standard InChI:  InChI=1S/C16H15NO6/c1-8-10(16(22)23)3-2-4-11(8)17-14(20)7-9-5-12(18)15(21)13(19)6-9/h2-6,18-19,21H,7H2,1H3,(H,17,20)(H,22,23)

Standard InChI Key:  SKFACONVILJQFN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA220046

   2-Methyl-3-[2-(3,4,5-trihydroxy-phenyl)-acetylamino]-benzoic 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: 317.30

Molecular Weight (Monoisotopic): 317.0899

AlogP: 1.99

#Rotatable Bonds: 4

Polar Surface Area: 127.09

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.82

CX Basic pKa:

CX LogP: 2.31

CX LogD: -0.96

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: -0.57

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