3-(3-(carbamoyl)benzamido)-3-(3,4-dimethoxyphenyl)propanoic acid

ID: ALA376893

Chembl Id: CHEMBL376893

PubChem CID: 16049857

Max Phase: Preclinical

Molecular Formula: C28H29N3O6

Molecular Weight: 503.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(CC(=O)O)NC(=O)c2cccc(C(=O)Nc3ccc4c(c3)CNCC4)c2)cc1OC

Standard InChI:  InChI=1S/C28H29N3O6/c1-36-24-9-7-18(14-25(24)37-2)23(15-26(32)33)31-28(35)20-5-3-4-19(12-20)27(34)30-22-8-6-17-10-11-29-16-21(17)13-22/h3-9,12-14,23,29H,10-11,15-16H2,1-2H3,(H,30,34)(H,31,35)(H,32,33)

Standard InChI Key:  KCPZTHQHJHVUCK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA376893

   3-(3-(Carbamoyl)benzamido)-3-(3,4-dimethoxyphenyl)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: 503.56

Molecular Weight (Monoisotopic): 503.2056

AlogP: 3.55

#Rotatable Bonds: 9

Polar Surface Area: 125.99

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.62

CX Basic pKa: 8.62

CX LogP: 0.45

CX LogD: 0.43

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.35

Np Likeness Score: -0.61

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