1-Phenyl-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione

ID: ALA4300931

Chembl Id: CHEMBL4300931

Cas Number: 5466-47-7

PubChem CID: 230916

Max Phase: Preclinical

Molecular Formula: C16H9N3O2

Molecular Weight: 275.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c1nnn2-c1ccccc1

Standard InChI:  InChI=1S/C16H9N3O2/c20-15-11-8-4-5-9-12(11)16(21)14-13(15)17-18-19(14)10-6-2-1-3-7-10/h1-9H

Standard InChI Key:  KXGSYSDSQRXROA-UHFFFAOYSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA4300931

   ---

2. Parent:

   

   ALA4300931

   1H-Naphtho(2,3-d)-1,2,3-triazole-4,9-dione, 1-phenyl-

Molecule Features

Natural Product: No

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: 275.27

Molecular Weight (Monoisotopic): 275.0695

AlogP: 2.04

#Rotatable Bonds: 1

Polar Surface Area: 64.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.53

Np Likeness Score: -0.85

References

1. Pan S,Zhou Y,Wang Q,Wang Y,Tian C,Wang T,Huang L,Nan J,Li L,Yang S.  (2020)  Discovery and structure-activity relationship studies of 1-aryl-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione derivatives as potent dual inhibitors of indoleamine 2,3-dioxygenase 1 (IDO1) and trytophan 2,3-dioxygenase (TDO).,  207  [PMID:32871341] [10.1016/j.ejmech.2020.112703]

2. Zhang Y, Hu Z, Zhang J, Ren C, Wang Y..  (2022)  Dual-target inhibitors of indoleamine 2, 3 dioxygenase 1 (Ido1): A promising direction in cancer immunotherapy.,  238  [PMID:35696861] [10.1016/j.ejmech.2022.114524]

Source

Source(1):

• Scientific Literature