(R) 6-Allyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol

ID: ALA1788212

PubChem CID: 3083157

Max Phase: Preclinical

Molecular Formula: C19H19NO

Molecular Weight: 277.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1CCc2cccc3c2[C@H]1Cc1cccc(O)c1-3

Standard InChI:  InChI=1S/C19H19NO/c1-2-10-20-11-9-13-5-3-7-15-18(13)16(20)12-14-6-4-8-17(21)19(14)15/h2-8,16,21H,1,9-12H2/t16-/m1/s1

Standard InChI Key:  AUVXRDCLWMODQH-MRXNPFEDSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    7.8481   -4.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357   -3.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4289   -4.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4289   -4.8787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357   -5.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5719   -3.6590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8481   -4.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357   -2.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5719   -2.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7279   -5.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8538   -2.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0024   -3.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7092   -3.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2843   -3.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7108   -3.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357   -6.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155   -4.8730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7108   -2.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4289   -6.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4176   -2.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7165   -6.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7091   -4.5665    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  5  2  0
  5  7  1  0
  6  1  1  0
  1  7  1  0
  8  2  1  0
  9  6  1  0
 10  4  1  0
 11  9  1  0
 12 14  1  0
 13 12  2  0
 14  6  1  0
 15  3  1  0
 16  5  1  0
 17 10  1  0
 18 20  1  0
 19 16  2  0
 20  8  2  0
 21 19  1  0
  4  3  1  0
 11  8  1  0
 15 18  2  0
 10 21  2  0
  1 22  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1788212

   (6aR)-6-prop-2-enyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-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: 277.37

Molecular Weight (Monoisotopic): 277.1467

AlogP: 3.70

#Rotatable Bonds: 2

Polar Surface Area: 23.47

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.71

CX Basic pKa: 7.50

CX LogP: 4.13

CX LogD: 3.77

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.85

Np Likeness Score: 0.97

References

1. Neumeyer JL, Gao YG, Kula NS, Baldessarini RJ..  (1991)  R and S enantiomers of 11-hydroxy- and 10,11-dihydroxy-N-allylnoraporphine: synthesis and affinity for dopamine receptors in rat brain tissue.,  34  (1): [PMID:1671415] [10.1021/jm00105a005]

Source

Source(1):

• Scientific Literature