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

ID: ALA4870450

PubChem CID: 164618966

Max Phase: Preclinical

Molecular Formula: C18H19N5

Molecular Weight: 305.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCn1nnc2ccc(-c3c[nH]c4ccccc34)cc21

Standard InChI:  InChI=1S/C18H19N5/c1-22(2)9-10-23-18-11-13(7-8-17(18)20-21-23)15-12-19-16-6-4-3-5-14(15)16/h3-8,11-12,19H,9-10H2,1-2H3

Standard InChI Key:  GIVLBDIBRHKFNH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   38.7326  -10.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7315  -11.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4395  -11.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4377   -9.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1464  -10.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1511  -11.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9312  -11.4558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4085  -10.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9234  -10.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1714   -9.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9715   -9.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8671   -7.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6228   -8.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6715   -7.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2167   -8.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9612   -8.0713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8762   -7.2608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0791   -7.0913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6688   -8.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6686   -9.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3762   -9.7061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.3760  -10.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0840   -9.2976    0.0000 C   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  1  0
 17 18  2  0
 18 14  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870450

   ---

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: 305.39

Molecular Weight (Monoisotopic): 305.1640

AlogP: 3.14

#Rotatable Bonds: 4

Polar Surface Area: 49.74

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.88

CX LogP: 3.19

CX LogD: 1.70

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -1.38

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]

Source

Source(1):

• Scientific Literature