3-Cyclopropylmethyl-6,11-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-ylamine

ID: ALA2367918

Chembl Id: CHEMBL2367918

Max Phase: Preclinical

Molecular Formula: C18H26N2

Molecular Weight: 270.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H]2Cc3ccc(N)cc3[C@@]1(C)CCN2CC1CC1

Standard InChI:  InChI=1S/C18H26N2/c1-12-17-9-14-5-6-15(19)10-16(14)18(12,2)7-8-20(17)11-13-3-4-13/h5-6,10,12-13,17H,3-4,7-9,11,19H2,1-2H3/t12-,17+,18-/m0/s1

Standard InChI Key:  STNPURITMRUHGJ-RZAIGCCYSA-N

Alternative Forms

1. Parent:

   

   ALA2367918

   ---

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: 270.42

Molecular Weight (Monoisotopic): 270.2096

AlogP: 3.20

#Rotatable Bonds: 2

Polar Surface Area: 29.26

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.69

CX LogP: 3.18

CX LogD: 0.09

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: 1.05

References

1. Wentland MP, Duan W, Cohen DJ, Bidlack JM..  (2000)  Selective protection and functionalization of morphine: synthesis and opioid receptor binding properties of 3-amino-3-desoxymorphine derivatives.,  43  (19): [PMID:11000010] [10.1021/jm000119i]

2. Wentland MP, Ye Y, Cioffi CL, Lou R, Zhou Q, Xu G, Duan W, Dehnhardt CM, Sun X, Cohen DJ, Bidlack JM..  (2003)  Syntheses and opioid receptor binding affinities of 8-amino-2,6-methano-3-benzazocines.,  46  (5): [PMID:12593663] [10.1021/jm020429w]

3. 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