(+)-Pentazocine

ID: ALA5289078

Max Phase: Preclinical

Molecular Formula: C19H27NO

Molecular Weight: 285.43

Names and Identifiers

Canonical SMILES:  CC(C)=CCN1CC[C@@]2(C)c3cc(O)ccc3C[C@H]1[C@H]2C

Standard InChI:  InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19-/m1/s1

Standard InChI Key:  VOKSWYLNZZRQPF-MDASCCDHSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -1.3899   -0.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1045   -0.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8164   -0.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8164    0.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063    0.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899    0.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    0.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0450    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0450   -0.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -0.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622    0.9210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7622   -0.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -1.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    0.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0377    1.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    1.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1480    0.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9481    0.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337   -0.7361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    0.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1624    1.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  6  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
  1 10  1  0
  8 11  1  6
  9 12  1  1
 10 13  1  1
 10 14  1  0
 11 15  1  0
 15 14  1  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
  3 19  1  0
 18 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289078

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 285.43

Molecular Weight (Monoisotopic): 285.2093

AlogP: 3.88

#Rotatable Bonds: 2

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: 10.42

CX Basic pKa: 9.57

CX LogP: 3.89

CX LogD: 1.99

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: 1.75

References

1. Turnaturi R, Montenegro L, Marrazzo A, Parenti R, Pasquinucci L, Parenti C..  (2018)  Benzomorphan skeleton, a versatile scaffold for different targets: A comprehensive review.,  155  [PMID:29908442] [10.1016/j.ejmech.2018.06.017]

Source

Source(1):

• Scientific Literature