(E)-2-(3-(2-methoxyquinolin-3-yl)acrylamido)cyclohex-1-enecarboxylic acid

ID: ALA3299015

Chembl Id: CHEMBL3299015

PubChem CID: 90683380

Max Phase: Preclinical

Molecular Formula: C20H20N2O4

Molecular Weight: 352.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc2ccccc2cc1/C=C/C(=O)NC1=C(C(=O)O)CCCC1

Standard InChI:  InChI=1S/C20H20N2O4/c1-26-19-14(12-13-6-2-4-8-16(13)22-19)10-11-18(23)21-17-9-5-3-7-15(17)20(24)25/h2,4,6,8,10-12H,3,5,7,9H2,1H3,(H,21,23)(H,24,25)/b11-10+

Standard InChI Key:  OWHBVBAVTDDJLL-ZHACJKMWSA-N

Alternative Forms

1. Parent:

   

   ALA3299015

   2-[[(E)-3-(2-methoxyquinolin-3-yl)prop-2-enoyl]amino]cyclohexene-1-carboxylic 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: 352.39

Molecular Weight (Monoisotopic): 352.1423

AlogP: 3.29

#Rotatable Bonds: 5

Polar Surface Area: 88.52

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.07

CX Basic pKa: 2.06

CX LogP: 2.64

CX LogD: -0.43

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: -0.36

References

1. Bobileva O, Bokaldere R, Gailite V, Kaula I, Ikaunieks M, Duburs G, Petrovska R, Mandrika I, Klovins J, Loza E..  (2014)  Synthesis and evaluation of (E)-2-(acrylamido)cyclohex-1-enecarboxylic acid derivatives as HCA1, HCA2, and HCA3 receptor agonists.,  22  (14): [PMID:24864041] [10.1016/j.bmc.2014.05.011]

Source

Source(1):

• Scientific Literature