6-(4-Methylsulfanyl-phenyl)-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline

ID: ALA284305

Chembl Id: CHEMBL284305

PubChem CID: 44281933

Max Phase: Preclinical

Molecular Formula: C19H21NS

Molecular Weight: 295.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc([C@@H]2CN3CCC[C@H]3c3ccccc32)cc1

Standard InChI:  InChI=1S/C19H21NS/c1-21-15-10-8-14(9-11-15)18-13-20-12-4-7-19(20)17-6-3-2-5-16(17)18/h2-3,5-6,8-11,18-19H,4,7,12-13H2,1H3/t18-,19-/m0/s1

Standard InChI Key:  YVKDUIAAPBKHMJ-OALUTQOASA-N

Alternative Forms

1. Parent:

   

   ALA284305

   (6S,10bS)-6-(4-methylsulfanylphenyl)-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline

2. Alternative Forms:

   

   ALA284305

   (6S,10bS)-6-(4-methylsulfanylphenyl)-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinoline;hydrobromide

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: 295.45

Molecular Weight (Monoisotopic): 295.1395

AlogP: 4.69

#Rotatable Bonds: 2

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.37

CX LogP: 4.55

CX LogD: 1.69

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -0.33

References

1. Maryanoff BE, Vaught JL, Shank RP, McComsey DF, Costanzo MJ, Nortey SO..  (1990)  Pyrroloisoquinoline antidepressants. 3. A focus on serotonin.,  33  (10): [PMID:2213832] [10.1021/jm00172a018]

2. Maryanoff BE, McComsey DF, Castanzo MJ, Setler PE, Gardocki JF, Shank RP, Schneider CR..  (1984)  Pyrroloisoquinoline antidepressants. Potent, enantioselective inhibition of tetrabenazine-induced ptosis and neuronal uptake of norepinephrine, dopamine, and serotonin.,  27  (8): [PMID:6747993] [10.1021/jm00374a001]

Source

Source(1):

• Scientific Literature