4-phenyl-5H-pyridazino[4,3-b]indol-3-amine

ID: ALA5183240

Max Phase: Preclinical

Molecular Formula: C16H12N4

Molecular Weight: 260.30

Names and Identifiers

Canonical SMILES:  Nc1nnc2c([nH]c3ccccc32)c1-c1ccccc1

Standard InChI:  InChI=1S/C16H12N4/c17-16-13(10-6-2-1-3-7-10)15-14(19-20-16)11-8-4-5-9-12(11)18-15/h1-9,18H,(H2,17,20)

Standard InChI Key:  DHDZFJQQXROKLC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -1.9161    0.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283    1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9165    2.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913    2.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6796    1.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875    0.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1423    1.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2277    0.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5296    0.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7909    1.8275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5270    1.5015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6137    0.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    0.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -0.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813   -1.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805   -1.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9657   -2.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538   -1.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2490   -1.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3283    0.2928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  5  7  1  0
  7  8  2  0
  9  8  1  0
  6  9  1  0
  7 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
  8 13  1  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 14 19  1  0
 19 18  2  0
 12 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5183240

   ---

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: 260.30

Molecular Weight (Monoisotopic): 260.1062

AlogP: 3.36

#Rotatable Bonds: 1

Polar Surface Area: 67.59

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.14

CX Basic pKa: 7.40

CX LogP: 2.69

CX LogD: 2.39

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.55

Np Likeness Score: -0.29

References

1. Taylor AM, Bailey C, Belmont LD, Campbell R, Cantone N, Côté A, Crawford TD, Cummings R, DeMent K, Duplessis M, Flynn M, Good AC, Huang HR, Joshi S, Leblanc Y, Murray J, Nasveschuk CG, Neiss A, Poy F, Romero FA, Sandy P, Tang Y, Tsui V, Zawadzke L, Sims RJ, Audia JE, Bellon SF, Magnuson SR, Albrecht BK, Cochran AG..  (2022)  GNE-064: A Potent, Selective, and Orally Bioavailable Chemical Probe for the Bromodomains of SMARCA2 and SMARCA4 and the Fifth Bromodomain of PBRM1.,  65  (16.0): [PMID:35930799] [10.1021/acs.jmedchem.2c00662]

Source

Source(1):

• Scientific Literature