9H-pyrido[3,4-b]indole-3-carbonitrile

ID: ALA5266558

Max Phase: Preclinical

Molecular Formula: C12H7N3

Molecular Weight: 193.21

Names and Identifiers

Canonical SMILES:  N#Cc1cc2c(cn1)[nH]c1ccccc12

Standard InChI:  InChI=1S/C12H7N3/c13-6-8-5-10-9-3-1-2-4-11(9)15-12(10)7-14-8/h1-5,7,15H

Standard InChI Key:  RYLDZJANGRBUGW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
   -1.3792   -0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0938   -0.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673   -0.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673   -1.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3774   -1.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0938   -1.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155   -1.6989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1368   -0.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4669    0.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686    0.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7385   -0.2137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4124   -0.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6812    1.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0938    1.8648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  2  6  1  0
  4  7  1  0
  3  8  1  0
  9  8  2  0
  9  7  1  0
  8 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
  9 13  1  0
 11 14  1  0
 14 15  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5266558

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 193.21

Molecular Weight (Monoisotopic): 193.0640

AlogP: 2.59

#Rotatable Bonds: ┄

Polar Surface Area: 52.47

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: 0.91

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 15

QED Weighted: 0.60

Np Likeness Score: -0.38

References

1. 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