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

ID: ALA3299016

Chembl Id: CHEMBL3299016

PubChem CID: 90645407

Max Phase: Preclinical

Molecular Formula: C19H17ClN2O3

Molecular Weight: 356.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cc2ccccc2nc1Cl)NC1=C(C(=O)O)CCCC1

Standard InChI:  InChI=1S/C19H17ClN2O3/c20-18-13(11-12-5-1-3-7-15(12)22-18)9-10-17(23)21-16-8-4-2-6-14(16)19(24)25/h1,3,5,7,9-11H,2,4,6,8H2,(H,21,23)(H,24,25)/b10-9+

Standard InChI Key:  IGTQKGWKKCOSPJ-MDZDMXLPSA-N

Alternative Forms

1. Parent:

   

   ALA3299016

   2-[[(E)-3-(2-chloroquinolin-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: 356.81

Molecular Weight (Monoisotopic): 356.0928

AlogP: 3.93

#Rotatable Bonds: 4

Polar Surface Area: 79.29

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.05

CX Basic pKa: 0.35

CX LogP: 3.44

CX LogD: -0.03

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -0.49

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