2-[2-Benzoylamino-3-(2-fluoro-phenyl)-acryloylamino]-3-methyl-butyric acid

ID: ALA188414

Chembl Id: CHEMBL188414

PubChem CID: 5730271

Max Phase: Preclinical

Molecular Formula: C21H21FN2O4

Molecular Weight: 384.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(NC(=O)/C(=C\c1ccccc1F)NC(=O)c1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C21H21FN2O4/c1-13(2)18(21(27)28)24-20(26)17(12-15-10-6-7-11-16(15)22)23-19(25)14-8-4-3-5-9-14/h3-13,18H,1-2H3,(H,23,25)(H,24,26)(H,27,28)/b17-12+

Standard InChI Key:  IGLVFZBSZQBERJ-SFQUDFHCSA-N

Alternative Forms

1. Parent:

   

   ALA188414

   2-[2-Benzoylamino-3-(2-fluoro-phenyl)-acryloylamino]-3-methyl-butyric 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: 384.41

Molecular Weight (Monoisotopic): 384.1485

AlogP: 2.82

#Rotatable Bonds: 7

Polar Surface Area: 95.50

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.68

CX Basic pKa:

CX LogP: 3.15

CX LogD: -0.17

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -1.07

References

1. Oh M, Im I, Lee YJ, Kim YH, Yoon JH, Park HG, Higashiyama S, Kim YC, Park WJ..  (2004)  Structure-based virtual screening and biological evaluation of potent and selective ADAM12 inhibitors.,  14  (24): [PMID:15546732] [10.1016/j.bmcl.2004.09.082]

Source

Source(1):

• Scientific Literature