6-Propyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol

ID: ALA283489

Chembl Id: CHEMBL283489

PubChem CID: 13922235

Max Phase: Preclinical

Molecular Formula: C19H21NO

Molecular Weight: 279.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1CCc2cccc3c2[C@@H]1Cc1cccc(O)c1-3

Standard InChI:  InChI=1S/C19H21NO/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/h3-8,16,21H,2,9-12H2,1H3/t16-/m0/s1

Standard InChI Key:  WZJSIHGOLMMBAL-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA283489

   6-Propyl-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: 279.38

Molecular Weight (Monoisotopic): 279.1623

AlogP: 3.92

#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: 9.73

CX Basic pKa: 8.39

CX LogP: 4.09

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: 0.83

References

1. Gao Y, Zong R, Campbell A, Kula NS, Baldessarini RJ, Neumeyer JL..  (1988)  Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine.,  31  (7): [PMID:3385732] [10.1021/jm00402a024]

2. 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]

3. Zhang A, Zhang Y, Branfman AR, Baldessarini RJ, Neumeyer JL..  (2007)  Advances in development of dopaminergic aporphinoids.,  50  (2): [PMID:17228858] [10.1021/jm060959i]

Source

Source(1):

• Scientific Literature