17-cyclobutylmethyl-11-ethyl-12-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-trien-4-yl methyl ether

ID: ALA606830

PubChem CID: 46877964

Max Phase: Preclinical

Molecular Formula: C25H37NO

Molecular Weight: 367.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1C(C)CC[C@]23CCN(CC4CCC4)[C@H](Cc4ccc(OC)cc42)C13

Standard InChI:  InChI=1S/C25H37NO/c1-4-21-17(2)10-11-25-12-13-26(16-18-6-5-7-18)23(24(21)25)14-19-8-9-20(27-3)15-22(19)25/h8-9,15,17-18,21,23-24H,4-7,10-14,16H2,1-3H3/t17?,21-,23+,24?,25-/m0/s1

Standard InChI Key:  GBDVUTUHHVNACT-MHZGRTSJSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    2.1875   -4.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292   -2.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667   -3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2375   -4.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4792   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -4.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -3.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6000   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -4.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -5.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292   -3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042   -4.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -3.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292   -2.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -5.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -2.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7625   -3.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244   -2.3479    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4 11  1  0
  5  1  1  0
  6  7  1  0
  7  5  1  0
  8  2  1  0
  1  9  1  1
 10  1  1  0
 11  9  1  0
 12  4  1  0
 13  5  2  0
 14 16  1  0
 15  7  2  0
 16 10  1  0
 17 13  1  0
 18 17  2  0
 19 12  1  0
 20 17  1  0
  8 21  1  1
 22 25  1  0
 23 14  1  0
 24 19  1  0
 25 19  1  0
 26 20  1  0
 27 21  1  0
  8 14  1  0
  3  4  1  0
  6  3  1  0
 18 15  1  0
 22 24  1  0
  3 28  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA606830

   (1R,9R,11S)-17-(cyclobutylmethyl)-11-ethyl-4-methoxy-12-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene

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: 367.58

Molecular Weight (Monoisotopic): 367.2875

AlogP: 5.44

#Rotatable Bonds: 4

Polar Surface Area: 12.47

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 11.05

CX LogP: 5.74

CX LogD: 2.47

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: 1.00

References

1. Hernández-Gallegos Z, Lehmann PA..  (1990)  A Free-Wilson/Fujita-Ban analysis and prediction of the analgesic potency of some 3-hydroxy- and 3-methoxy-N-alkylmorphinan-6-one opioids.,  33  (10): [PMID:2213833] [10.1021/jm00172a021]

Source

Source(1):

• Scientific Literature