cis-(+/-)-2-(2-(Naphthalen-2-yl)cyclopropanecarboxamido)cyclohex-1-enecarboxylic acid

ID: ALA3299006

Chembl Id: CHEMBL3299006

PubChem CID: 90683372

Max Phase: Preclinical

Molecular Formula: C21H21NO3

Molecular Weight: 335.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C1=C(NC(=O)[C@H]2C[C@H]2c2ccc3ccccc3c2)CCCC1

Standard InChI:  InChI=1S/C21H21NO3/c23-20(22-19-8-4-3-7-16(19)21(24)25)18-12-17(18)15-10-9-13-5-1-2-6-14(13)11-15/h1-2,5-6,9-11,17-18H,3-4,7-8,12H2,(H,22,23)(H,24,25)/t17-,18-/m0/s1

Standard InChI Key:  MCKFNFNXVNTBNR-ROUUACIJSA-N

Alternative Forms

1. Parent:

   

   ALA3299006

   2-[[(1S,2R)-2-naphthalen-2-ylcyclopropanecarbonyl]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: 335.40

Molecular Weight (Monoisotopic): 335.1521

AlogP: 3.97

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.43

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: -0.11

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.89

Np Likeness Score: -0.28

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