5-(1H-indol-3-yl)-2-methyl-2H-benzo[d][1,2,3]triazol-4-amine

ID: ALA4858642

PubChem CID: 164613638

Max Phase: Preclinical

Molecular Formula: C14H11N5

Molecular Weight: 249.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1c(-c2c[nH]c3ccccc23)ccc2[nH]nnc12

Standard InChI:  InChI=1S/C14H11N5/c15-13-9(5-6-12-14(13)18-19-17-12)10-7-16-11-4-2-1-3-8(10)11/h1-7,16H,15H2,(H,17,18,19)

Standard InChI Key:  XCKZNNNHJDXOHT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   35.0016   -4.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0005   -5.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7085   -5.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7067   -4.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4153   -4.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4201   -5.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2002   -5.6281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6775   -4.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1924   -4.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4404   -3.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2405   -3.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1361   -2.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8917   -2.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9405   -1.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4856   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2302   -2.2437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1452   -1.4332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3481   -1.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7902   -3.9598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  2  0
 11 15  1  0
 14 12  1  0
 12 13  2  0
 13 10  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 11 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858642

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 249.28

Molecular Weight (Monoisotopic): 249.1014

AlogP: 2.69

#Rotatable Bonds: 1

Polar Surface Area: 83.38

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.37

CX Basic pKa: 1.35

CX LogP: 2.22

CX LogD: 2.21

Aromatic Rings: 4

Heavy Atoms: 19

QED Weighted: 0.45

Np Likeness Score: -0.59

References

1. Kozlova A, Thabault L, Liberelle M, Klaessens S, Prévost JRC, Mathieu C, Pilotte L, Stroobant V, Van den Eynde B, Frédérick R..  (2021)  Rational Design of Original Fused-Cycle Selective Inhibitors of Tryptophan 2,3-Dioxygenase.,  64  (15.0): [PMID:34338527] [10.1021/acs.jmedchem.1c00323]

2. Kozlova A, Thabault L, Liberelle M, Klaessens S, Prévost JRC, Mathieu C, Pilotte L, Stroobant V, Van den Eynde B, Frédérick R..  (2021)  Rational Design of Original Fused-Cycle Selective Inhibitors of Tryptophan 2,3-Dioxygenase.,  64  (15.0): [PMID:34338527] [10.1021/acs.jmedchem.1c00323]

Source

Source(1):

• Scientific Literature