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

ID: ALA606779

PubChem CID: 46877961

Max Phase: Preclinical

Molecular Formula: C24H35NO

Molecular Weight: 353.55

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H35NO/c1-3-18-8-5-11-24-12-13-25(16-17-6-4-7-17)22(23(18)24)14-19-9-10-20(26-2)15-21(19)24/h9-10,15,17-18,22-23H,3-8,11-14,16H2,1-2H3/t18-,22+,23?,24-/m0/s1

Standard InChI Key:  KAOWEHFUQIEFQN-AKJDLPIOSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    2.1792   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167   -2.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -3.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -3.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4792   -3.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -3.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -4.2417    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
    3.2292   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -4.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6167   -3.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6167   -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   -4.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -5.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292   -2.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -4.8542    0.0000 C   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
    4.5542   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208   -3.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5126   -2.3477    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  9  1  0
  4  1  1  0
  5  1  1  0
  6  7  1  0
  7  5  1  0
  1  8  1  1
  9  8  1  0
 10  3  1  0
 11  5  2  0
 12  7  2  0
 13  4  1  0
 14  1  1  0
 15 11  1  0
 16 15  2  0
 17 10  1  0
 18 15  1  0
 19 14  1  0
 20 24  1  0
 21 19  1  0
 13 22  1  1
 23 17  1  0
 24 17  1  0
 25 18  1  0
 26 22  1  0
 13 21  1  0
  2  3  1  0
  6  2  1  0
 16 12  1  0
 20 23  1  0
  2 27  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA606779

   (1R,9R,11S)-17-(cyclobutylmethyl)-11-ethyl-4-methoxy-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: 353.55

Molecular Weight (Monoisotopic): 353.2719

AlogP: 5.19

#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: 11.01

CX LogP: 5.45

CX LogD: 2.20

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: 0.87

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