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

ID: ALA3299009

Chembl Id: CHEMBL3299009

PubChem CID: 90645404

Max Phase: Preclinical

Molecular Formula: C19H18N2O3

Molecular Weight: 322.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc2ccccc2n1)NC1=C(C(=O)O)CCCC1

Standard InChI:  InChI=1S/C19H18N2O3/c22-18(21-17-8-4-2-6-15(17)19(23)24)12-11-14-10-9-13-5-1-3-7-16(13)20-14/h1,3,5,7,9-12H,2,4,6,8H2,(H,21,22)(H,23,24)/b12-11+

Standard InChI Key:  PEWSHEKHERZQOM-VAWYXSNFSA-N

Alternative Forms

1. Parent:

   

   ALA3299009

   2-[[(E)-3-quinolin-2-ylprop-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: 322.36

Molecular Weight (Monoisotopic): 322.1317

AlogP: 3.28

#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: 2.91

CX Basic pKa: 4.11

CX LogP: 1.70

CX LogD: -0.60

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -0.43

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