2-(3-(6-Hydroxynaphthalen-2-yl)propiolamido)cyclohex-1-enecarboxylic acid

ID: ALA3298702

Chembl Id: CHEMBL3298702

PubChem CID: 90645402

Max Phase: Preclinical

Molecular Formula: C20H17NO4

Molecular Weight: 335.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(C#Cc1ccc2cc(O)ccc2c1)NC1=C(C(=O)O)CCCC1

Standard InChI:  InChI=1S/C20H17NO4/c22-16-9-8-14-11-13(5-7-15(14)12-16)6-10-19(23)21-18-4-2-1-3-17(18)20(24)25/h5,7-9,11-12,22H,1-4H2,(H,21,23)(H,24,25)

Standard InChI Key:  HRENAONSNVROBZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3298702

   2-[3-(6-Hydroxynaphthalen-2-yl)prop-2-ynoylamino]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: 335.36

Molecular Weight (Monoisotopic): 335.1158

AlogP: 2.93

#Rotatable Bonds: 2

Polar Surface Area: 86.63

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.85

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: -0.33

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: 0.16

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