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

ID: ALA220721

Chembl Id: CHEMBL220721

PubChem CID: 16114620

Max Phase: Preclinical

Molecular Formula: C17H17NO6

Molecular Weight: 331.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(NC(=O)CCc2cc(O)c(O)c(O)c2)cccc1C(=O)O

Standard InChI:  InChI=1S/C17H17NO6/c1-9-11(17(23)24)3-2-4-12(9)18-15(21)6-5-10-7-13(19)16(22)14(20)8-10/h2-4,7-8,19-20,22H,5-6H2,1H3,(H,18,21)(H,23,24)

Standard InChI Key:  ZJJCGXHVYXDZNP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA220721

   2-Methyl-3-[3-(3,4,5-trihydroxy-phenyl)-propionylamino]-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: 331.32

Molecular Weight (Monoisotopic): 331.1056

AlogP: 2.38

#Rotatable Bonds: 5

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: 2.75

CX LogD: -0.52

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: -0.36

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