1-phenyl-9H-pyrido[3,4-b]indole

ID: ALA3975325

Chembl Id: CHEMBL3975325

Max Phase: Preclinical

Molecular Formula: C17H12N2

Molecular Weight: 244.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(-c2nccc3c2[nH]c2ccccc23)cc1

Standard InChI:  InChI=1S/C17H12N2/c1-2-6-12(7-3-1)16-17-14(10-11-18-16)13-8-4-5-9-15(13)19-17/h1-11,19H

Standard InChI Key:  WOHXZRIXRLZSBI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3975325

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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: 244.30

Molecular Weight (Monoisotopic): 244.1000

AlogP: 4.38

#Rotatable Bonds: 1

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: 4.71

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 4

Heavy Atoms: 19

QED Weighted: 0.53

Np Likeness Score: 0.02

References

1. Horton W, Sood A, Peerannawar S, Kugyela N, Kulkarni A, Tulsan R, Tran CD, Soule J, LeVine H, Török B, Török M..  (2017)  Synthesis and application of β-carbolines as novel multi-functional anti-Alzheimer's disease agents.,  27  (2): [PMID:27923619] [10.1016/j.bmcl.2016.11.067]

2. Zhang Y, Li Y, Chen X, Chen X, Chen C, Wang L, Dong X, Wang G, Gu R, Li F, Han F, Chen D..  (2022)  Discovery of 1-(Hetero)aryl-β-carboline Derivatives as IDO1/TDO Dual Inhibitors with Antidepressant Activity.,  65  (16.0): [PMID:35938398] [10.1021/acs.jmedchem.2c00677]

3. Beato A, Gori A, Boucherle B, Peuchmaur M, Haudecoeur R..  (2021)  β-Carboline as a Privileged Scaffold for Multitarget Strategies in Alzheimer's Disease Therapy.,  64  (3.0): [PMID:33528252] [10.1021/acs.jmedchem.0c01887]

Source

Source(1):

• Scientific Literature