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

ID: ALA3297873

Chembl Id: CHEMBL3297873

PubChem CID: 90682801

Max Phase: Preclinical

Molecular Formula: C19H20N2O3

Molecular Weight: 324.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccc2ncccc2c1)NC1=C(C(=O)O)CCCC1

Standard InChI:  InChI=1S/C19H20N2O3/c22-18(21-17-6-2-1-5-15(17)19(23)24)10-8-13-7-9-16-14(12-13)4-3-11-20-16/h3-4,7,9,11-12H,1-2,5-6,8,10H2,(H,21,22)(H,23,24)

Standard InChI Key:  KHTVMFJCMFWFBJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3297873

   2-(3-Quinolin-6-ylpropanoylamino)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: 324.38

Molecular Weight (Monoisotopic): 324.1474

AlogP: 3.20

#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: 3.41

CX Basic pKa: 4.51

CX LogP: 1.42

CX LogD: -0.83

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.88

Np Likeness Score: -0.57

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