1-(6,11-Diethyl-8-hydroxy-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocine-3-carbonyl)-3-methyl-butyl-ammonium

ID: ALA1159833

PubChem CID: 44459866

Max Phase: Preclinical

Molecular Formula: C22H34N2O2

Molecular Weight: 358.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1C2Cc3ccc(O)cc3C1(CC)CCN2C(=O)C(N)CC(C)C

Standard InChI:  InChI=1S/C22H34N2O2/c1-5-17-20-12-15-7-8-16(25)13-18(15)22(17,6-2)9-10-24(20)21(26)19(23)11-14(3)4/h7-8,13-14,17,19-20,25H,5-6,9-12,23H2,1-4H3

Standard InChI Key:  YICPFUCSYSAEOE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    6.3667   -6.5417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7917   -6.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7917   -6.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8875   -6.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -6.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -6.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292   -5.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -5.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0667   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -6.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875   -6.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -7.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542   -5.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792   -5.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9292   -6.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000   -5.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -5.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667   -7.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -4.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292   -7.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -5.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4500   -6.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7917   -6.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1042   -7.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9667   -6.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4500   -7.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 11  1  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  6  3  1  0
  7  3  1  0
  8  7  1  0
  9  1  1  0
 10  4  1  0
 11  9  1  0
 12 10  1  0
 13  5  2  0
 14  4  2  0
 15 10  1  0
 16  8  2  0
 17 13  1  0
 18  2  1  0
 19 16  1  0
 20  6  1  0
 21 17  1  0
 22 15  1  0
 23 18  1  0
 24 20  1  0
 25 22  1  0
 26 22  1  0
  6  2  1  0
  8  5  1  0
 19 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1159833

   2-Amino-1-(1,13-diethyl-4-hydroxy-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-10-yl)-4-methylpentan-1-one

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: 358.53

Molecular Weight (Monoisotopic): 358.2620

AlogP: 3.60

#Rotatable Bonds: 5

Polar Surface Area: 66.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.45

CX Basic pKa: 8.38

CX LogP: 3.70

CX LogD: 2.88

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: 1.12

References

1. Bélanger PC, Scheigetz J, Young RN, Charleson SE, Hudgin RL, Engelhardt EL..  (1981)  Preparation and analgesic properties of amino acid derivatives of (-)-5,9 alpha-diethyl-2'-hydroxybenzomorphan.,  24  (11): [PMID:6273560] [10.1021/jm00143a007]

Source

Source(1):

• Scientific Literature