5-Fluoro-6-methyl-1-naphthalen-1-ylmethyl-2,3,4,4a,9,9a-hexahydro-1H-beta-carboline

ID: ALA96485

Chembl Id: CHEMBL96485

PubChem CID: 44326468

Max Phase: Preclinical

Molecular Formula: C23H23FN2

Molecular Weight: 346.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1F)C1CCNC(Cc3cccc4ccccc34)C1N2

Standard InChI:  InChI=1S/C23H23FN2/c1-14-9-10-19-21(22(14)24)18-11-12-25-20(23(18)26-19)13-16-7-4-6-15-5-2-3-8-17(15)16/h2-10,18,20,23,25-26H,11-13H2,1H3

Standard InChI Key:  WHVXCZHAEQZAPK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA96485

   5-fluoro-6-methyl-1-(naphthalen-1-ylmethyl)-2,3,4,4a,9,9a-hexahydro-1H-pyrido[3,4-b]indole

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: 346.45

Molecular Weight (Monoisotopic): 346.1845

AlogP: 4.77

#Rotatable Bonds: 2

Polar Surface Area: 24.06

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.77

CX LogP: 4.79

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: 0.23

References

1. Audia JE, Evrard DA, Murdoch GR, Droste JJ, Nissen JS, Schenck KW, Fludzinski P, Lucaites VL, Nelson DL, Cohen ML..  (1996)  Potent, selective tetrahydro-beta-carboline antagonists of the serotonin 2B (5HT2B) contractile receptor in the rat stomach fundus.,  39  (14): [PMID:8709108] [10.1021/jm960062t]

Source

Source(1):

• Scientific Literature