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

ID: ALA220255

Chembl Id: CHEMBL220255

PubChem CID: 16114615

Max Phase: Preclinical

Molecular Formula: C16H15NO6

Molecular Weight: 317.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1cccc(NC(=O)Cc2cc(O)c(O)c(O)c2)c1

Standard InChI:  InChI=1S/C16H15NO6/c18-12-5-10(6-13(19)16(12)23)7-14(20)17-11-3-1-2-9(4-11)8-15(21)22/h1-6,18-19,23H,7-8H2,(H,17,20)(H,21,22)

Standard InChI Key:  MGQZCYRVONIJQR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA220255

   {3-[2-(3,4,5-Trihydroxy-phenyl)-acetylamino]-phenyl}-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: 317.30

Molecular Weight (Monoisotopic): 317.0899

AlogP: 1.61

#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: 3.94

CX Basic pKa:

CX LogP: 1.77

CX LogD: -1.44

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.53

Np Likeness Score: -0.40

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