(E)-2-(3-(8-hydroxyquinolin-2-yl)acrylamido)cyclohex-1-enecarboxylic acid

ID: ALA3299013

Chembl Id: CHEMBL3299013

PubChem CID: 90683378

Max Phase: Preclinical

Molecular Formula: C19H18N2O4

Molecular Weight: 338.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc2cccc(O)c2n1)NC1=C(C(=O)O)CCCC1

Standard InChI:  InChI=1S/C19H18N2O4/c22-16-7-3-4-12-8-9-13(20-18(12)16)10-11-17(23)21-15-6-2-1-5-14(15)19(24)25/h3-4,7-11,22H,1-2,5-6H2,(H,21,23)(H,24,25)/b11-10+

Standard InChI Key:  BREJIBGDIIBAST-ZHACJKMWSA-N

Alternative Forms

1. Parent:

   

   ALA3299013

   2-[[(E)-3-(8-hydroxyquinolin-2-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: 338.36

Molecular Weight (Monoisotopic): 338.1267

AlogP: 2.98

#Rotatable Bonds: 4

Polar Surface Area: 99.52

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.95

CX Basic pKa: 4.34

CX LogP: 1.28

CX LogD: -0.90

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.25

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