(E)-2-(3-(6-methoxynaphthalen-2-yl)acrylamido)cyclohex-1-enecarboxylic acid

ID: ALA3299007

Chembl Id: CHEMBL3299007

PubChem CID: 90683373

Max Phase: Preclinical

Molecular Formula: C21H21NO4

Molecular Weight: 351.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2cc(/C=C/C(=O)NC3=C(C(=O)O)CCCC3)ccc2c1

Standard InChI:  InChI=1S/C21H21NO4/c1-26-17-10-9-15-12-14(6-8-16(15)13-17)7-11-20(23)22-19-5-3-2-4-18(19)21(24)25/h6-13H,2-5H2,1H3,(H,22,23)(H,24,25)/b11-7+

Standard InChI Key:  LUOWWZWVEQFHOB-YRNVUSSQSA-N

Alternative Forms

1. Parent:

   

   ALA3299007

   2-[[(E)-3-(6-methoxynaphthalen-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: 351.40

Molecular Weight (Monoisotopic): 351.1471

AlogP: 3.89

#Rotatable Bonds: 5

Polar Surface Area: 75.63

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: ┄

CX LogP: 3.29

CX LogD: -0.11

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: 0.01

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