3-(3-(carbamoyl)benzamido)-3-(4-methoxyphenyl)propanoic acid

ID: ALA218963

Chembl Id: CHEMBL218963

PubChem CID: 16049855

Max Phase: Preclinical

Molecular Formula: C27H27N3O5

Molecular Weight: 473.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(CC(=O)O)NC(=O)c2cccc(C(=O)Nc3ccc4c(c3)CNCC4)c2)cc1

Standard InChI:  InChI=1S/C27H27N3O5/c1-35-23-9-6-18(7-10-23)24(15-25(31)32)30-27(34)20-4-2-3-19(13-20)26(33)29-22-8-5-17-11-12-28-16-21(17)14-22/h2-10,13-14,24,28H,11-12,15-16H2,1H3,(H,29,33)(H,30,34)(H,31,32)

Standard InChI Key:  VHKHAQYPTPVIAP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA218963

   3-(3-(Carbamoyl)benzamido)-3-(4-methoxyphenyl)propanoic 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: 473.53

Molecular Weight (Monoisotopic): 473.1951

AlogP: 3.54

#Rotatable Bonds: 8

Polar Surface Area: 116.76

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.41

CX Basic pKa: 8.62

CX LogP: 0.61

CX LogD: 0.59

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: -0.74

References

1. Malovichko OL, Petrus AS, Krysko AA, Kabanova TA, Andronati SA, Karaseva TL, Kiriyak AV..  (2006)  Derivatives of 7-amino-1,2,3,4-tetrahydroisoquinoline and isophthalic acids as novel fibrinogen receptor antagonists.,  16  (20): [PMID:16919941] [10.1016/j.bmcl.2006.07.090]

2. Krysko AA, Krysko OL, Kabanova TA, Andronati SA, Kabanov VM..  (2010)  Derivatives of tetrahydroisoquinoline: synthesis and initial evaluation of novel non-peptide antagonists of the alpha(IIb)beta(3)-integrin.,  20  (15): [PMID:20598885] [10.1016/j.bmcl.2010.06.051]

Source

Source(1):

• Scientific Literature