11,17-dimethyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-trien-4-ol

ID: ALA606882

PubChem CID: 46877968

Max Phase: Preclinical

Molecular Formula: C18H25NO

Molecular Weight: 271.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1CCC[C@]23CCN(C)[C@H](Cc4ccc(O)cc42)[C@H]13

Standard InChI:  InChI=1S/C18H25NO/c1-12-4-3-7-18-8-9-19(2)16(17(12)18)10-13-5-6-14(20)11-15(13)18/h5-6,11-12,16-17,20H,3-4,7-10H2,1-2H3/t12-,16+,17-,18-/m0/s1

Standard InChI Key:  ZUHOMXXIEOIFKX-LSZYVWPRSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    2.5750   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -3.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5125   -2.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -3.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750   -2.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -3.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8625   -2.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -4.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0125   -3.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0125   -3.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875   -2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4917   -4.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1417   -3.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9679   -3.2824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9142   -2.1924    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  1  1  0
  5  9  1  0
  6  4  1  0
  7  6  1  0
  1  8  1  1
  9  8  1  0
 10  4  2  0
 11  3  1  0
 12  6  2  0
 13  1  1  0
 14 10  1  0
 15 14  2  0
 16  5  1  0
 17 14  1  0
 18 13  1  0
 19 18  1  0
 11 20  1  1
  3 21  1  1
 19 11  1  0
  2  5  1  0
  7  2  1  0
 15 12  1  0
  2 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA606882

   (1R,9R,10R,11S)-11,17-dimethyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol

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: 271.40

Molecular Weight (Monoisotopic): 271.1936

AlogP: 3.33

#Rotatable Bonds: ┄

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.54

CX Basic pKa: 9.76

CX LogP: 3.10

CX LogD: 1.06

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: 1.70

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