N-(alpha,alpha-dimethylphenethyl)-normorphine

ID: ALA3275460

PubChem CID: 90679040

Max Phase: Preclinical

Molecular Formula: C26H29NO3

Molecular Weight: 403.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(Cc1ccccc1)N1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@@H](O)C=C[C@H]3[C@H]1C5

Standard InChI:  InChI=1S/C26H29NO3/c1-25(2,15-16-6-4-3-5-7-16)27-13-12-26-18-9-11-21(29)24(26)30-23-20(28)10-8-17(22(23)26)14-19(18)27/h3-11,18-19,21,24,28-29H,12-15H2,1-2H3/t18-,19+,21-,24-,26-/m0/s1

Standard InChI Key:  XJJLAKCQJFLGAF-IPYJCREVSA-N

Molfile:  

     RDKit          2D

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   13.0608   -9.7640    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7121  -10.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1940  -10.1371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0102   -9.3149    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7452   -8.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8801   -8.5279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7134  -12.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3275460

   (4R,4aR,7S,7aR,12bS)-3-(2-methyl-1-phenylpropan-2-yl)-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol

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: 403.52

Molecular Weight (Monoisotopic): 403.2147

AlogP: 3.59

#Rotatable Bonds: 3

Polar Surface Area: 52.93

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.91

CX Basic pKa: 10.89

CX LogP: 2.98

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.77

Np Likeness Score: 1.53

References

1. DeGraw JI, Lawson JA, Crase JL, Johnson HL, Ellis M, Uyeno ET, Loew GH, Berkowitz DS..  (1978)  Analgesics. 1. Synthesis and analgesic properties of N-sec-alkyl- and N-tert-alkylnormorphines.,  21  (5): [PMID:207868] [10.1021/jm00203a002]

Source

Source(1):

• Scientific Literature