1-Benzyl-2,3,4,9-tetrahydro-1H-beta-carboline

ID: ALA323357

Chembl Id: CHEMBL323357

Cas Number: 3851-30-7

PubChem CID: 71167

Max Phase: Phase

Molecular Formula: C18H18N2

Molecular Weight: 262.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-172131 | Fenharmane|Fenharmane [INN]|Phenoharmane|Fenoharman|3851-30-7|Benzyltetrahydronorharman|1-Benzyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole|NSC-172131|9E96TNX6EZ|1-Benzyl-2,3,4,9-tetrahydro-1H-pyrido(3,4-b)indole|UNII-9E96TNX6EZ|BRN 0215046|NCIOpen2_004512|5-23-09-00319 (Beilstein Handbook Reference)|CHEMBL323357|SCHEMBL9695673|1-Benzyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole|LHVNPTMRAQQPID-UHFFFAOYSA-N|DTXSID101043296|1-Benzyl-1,3,4-tetrahydronorharman|NSC172131|AKOS002228540|AKOSShow More⌵

Canonical SMILES:  c1ccc(CC2NCCc3c2[nH]c2ccccc32)cc1

Standard InChI:  InChI=1S/C18H18N2/c1-2-6-13(7-3-1)12-17-18-15(10-11-19-17)14-8-4-5-9-16(14)20-18/h1-9,17,19-20H,10-12H2

Standard InChI Key:  LHVNPTMRAQQPID-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA323357

   FENHARMANE

Molecule Features

Natural Product: Yes

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: 262.36

Molecular Weight (Monoisotopic): 262.1470

AlogP: 3.60

#Rotatable Bonds: 2

Polar Surface Area: 27.82

Molecular Species: BASE

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.24

CX LogP: 3.66

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: 0.68

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]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. Wang J, Gong F, Liang T, Xie Z, Yang Y, Cao C, Gao J, Lu T, Chen X..  (2021)  A review of synthetic bioactive tetrahydro-β-carbolines: A medicinal chemistry perspective.,  225  [PMID:34479038] [10.1016/j.ejmech.2021.113815]

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names