6-Propyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol hydrochloride

ID: ALA538542

Chembl Id: CHEMBL538542

PubChem CID: 11957529

Max Phase: Preclinical

Molecular Formula: C19H22ClNO2

Molecular Weight: 295.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: R(-)-Propylnorapomorphine HCl | R(-)-Propylnorapomorphine hydrochloride|CHEMBL538542|Propylnorapomorphine hydrochloride|86EPT6U9AT|R(-)-Propylnorapomorphine HCl|R(-)-NPA hydrochloride|D-027|EU-0100435|MLS000860026|NIOSH/RB5990000|Tox21_500435|N-n-Propylnorapomorphine hydrochloride|R()-Propylnorapomorphine hydrochloride|CCG-221739|LP00435|N-PROPYL-APOMORPHINE HYDROCHLORIDE|NCGC00261120-01|SMR000326884|RB59900000|R(-)-Propylnorapomorphine hydrochloride, solid|(R)-(-)-PROPYLNORAPOMORPHINE HYDROCHLOShow More⌵

Canonical SMILES:  CCCN1CCc2cccc3c2[C@H]1Cc1ccc(O)c(O)c1-3.Cl

Standard InChI:  InChI=1S/C19H21NO2.ClH/c1-2-9-20-10-8-12-4-3-5-14-17(12)15(20)11-13-6-7-16(21)19(22)18(13)14;/h3-7,15,21-22H,2,8-11H2,1H3;1H/t15-;/m1./s1

Standard InChI Key:  PCOQOGIDTIFQAM-XFULWGLBSA-N

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: 295.38

Molecular Weight (Monoisotopic): 295.1572

AlogP: 3.63

#Rotatable Bonds: 2

Polar Surface Area: 43.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: 8.24

CX LogP: 3.69

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.83

Np Likeness Score: 0.93

References

1. Gao YG, Ram VJ, Campbell A, Kula NS, Baldessarini RJ, Neumeyer JL..  (1990)  Synthesis and structural requirements of N-substituted norapomorphines for affinity and activity at dopamine D-1, D-2, and agonist receptor sites in rat brain.,  33  (1): [PMID:2136919] [10.1021/jm00163a007]

2. Yuan J, Johnson RL, Huang R, Wichterman J, Jiang H, Hayton K, Fidock DA, Wellems TE, Inglese J, Austin CP, Su XZ..  (2009)  Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.,  5  (10): [PMID:19734910] [10.1038/nchembio.215]

3. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  3  (5): [PMID:17417631] [10.1038/nchembio873]

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. Furuya KN, Thottassery JV, Schuetz EG, Sharif M, Schuetz JD..  (1997)  Bromocriptine transcriptionally activates the multidrug resistance gene (pgp2/mdr1b) by a novel pathway.,  272  (1): [PMID:9111066] [10.1074/jbc.272.17.11518]

7. van Wieringen JP, Shalgunov V, Janssen HM, Fransen PM, Janssen AG, Michel MC, Booij J, Elsinga PH..  (2014)  Synthesis and characterization of a novel series of agonist compounds as potential radiopharmaceuticals for imaging dopamine D₂/₃ receptors in their high-affinity state.,  57  (2): [PMID:24325578] [10.1021/jm401384w]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• TP-search Transporter Database