3-Cyclopropylmethyl-6-ethyl-11-methyl-1-oxo-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocine-8-carboxylic acid amide

ID: ALA461229

Chembl Id: CHEMBL461229

PubChem CID: 44570065

Max Phase: Preclinical

Molecular Formula: C20H26N2O2

Molecular Weight: 326.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC12CCN(CC3CC3)C(C(=O)c3ccc(C(N)=O)cc31)C2C

Standard InChI:  InChI=1S/C20H26N2O2/c1-3-20-8-9-22(11-13-4-5-13)17(12(20)2)18(23)15-7-6-14(19(21)24)10-16(15)20/h6-7,10,12-13,17H,3-5,8-9,11H2,1-2H3,(H2,21,24)

Standard InChI Key:  NBEPKKBOGWVFFT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA461229

   10-(Cyclopropylmethyl)-1-ethyl-13-methyl-8-oxo-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-4-carboxamide

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: 326.44

Molecular Weight (Monoisotopic): 326.1994

AlogP: 2.75

#Rotatable Bonds: 4

Polar Surface Area: 63.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.82

CX Basic pKa: 7.21

CX LogP: 2.67

CX LogD: 2.46

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.93

Np Likeness Score: 0.31

References

1. Wentland MP, Lou R, Lu Q, Bu Y, VanAlstine MA, Cohen DJ, Bidlack JM..  (2009)  Syntheses and opioid receptor binding properties of carboxamido-substituted opioids.,  19  (1): [PMID:19027293] [10.1016/j.bmcl.2008.10.134]

2. Turnaturi R, Marrazzo A, Parenti C, Pasquinucci L..  (2018)  Benzomorphan scaffold for opioid analgesics and pharmacological tools development: A comprehensive review.,  148  [PMID:29477074] [10.1016/j.ejmech.2018.02.046]

Source

Source(1):

• Scientific Literature