2-(3-(2-Methylquinolin-6-yl)propanamido)cyclohex-1-enecarboxylic acid

ID: ALA3297874

Chembl Id: CHEMBL3297874

PubChem CID: 90645414

Max Phase: Preclinical

Molecular Formula: C20H22N2O3

Molecular Weight: 338.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2cc(CCC(=O)NC3=C(C(=O)O)CCCC3)ccc2n1

Standard InChI:  InChI=1S/C20H22N2O3/c1-13-6-9-15-12-14(7-10-17(15)21-13)8-11-19(23)22-18-5-3-2-4-16(18)20(24)25/h6-7,9-10,12H,2-5,8,11H2,1H3,(H,22,23)(H,24,25)

Standard InChI Key:  QVHFBUZVSZCREG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3297874

   2-[3-(2-Methylquinolin-6-yl)propanoylamino]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: 338.41

Molecular Weight (Monoisotopic): 338.1630

AlogP: 3.50

#Rotatable Bonds: 5

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: 3.44

CX Basic pKa: 5.13

CX LogP: 1.06

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -0.51

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