7-chloro-4-oxo-9-(4H-1,2,4-triazol-4-yl)-4,5-dihydro-[1,2,4]triazolo[1,5-a]quinoxaline-2-carboxylic acid

ID: ALA5180832

PubChem CID: 25022523

Max Phase: Preclinical

Molecular Formula: C12H6ClN7O3

Molecular Weight: 331.68

Names and Identifiers

Canonical SMILES:  O=C(O)c1nc2c(=O)[nH]c3cc(Cl)cc(-n4cnnc4)c3n2n1

Standard InChI:  InChI=1S/C12H6ClN7O3/c13-5-1-6-8(7(2-5)19-3-14-15-4-19)20-10(11(21)16-6)17-9(18-20)12(22)23/h1-4H,(H,16,21)(H,22,23)

Standard InChI Key:  VUYXWDSZUHMHRT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.1136   -0.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018   -0.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018   -1.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117   -1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282   -1.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -0.3342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0274   -0.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0274   -1.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -1.9846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6407   -0.1947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4844    0.4728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051    0.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7421   -1.9846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    1.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    1.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051    1.9883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429   -1.9883    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136    0.4902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4462    0.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7010    1.7598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261    1.7598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    0.9752    0.0000 C   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
  3  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  8 11  2  0
  7 12  1  0
 12 13  2  0
 13 11  1  0
  9 14  2  0
 15 13  1  0
 15 16  1  0
 15 17  2  0
  6 18  1  0
  2 19  1  0
 19 20  1  0
 19 23  1  0
 22 23  2  0
 20 21  2  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5180832

   7-chloro-4-oxo-9-(1,2,4-triazol-4-yl)-5H-[1,2,4]triazolo[1,5-a]quinoxaline-2-carboxylic acid

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: 331.68

Molecular Weight (Monoisotopic): 331.0221

AlogP: 0.50

#Rotatable Bonds: 2

Polar Surface Area: 131.06

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.77

CX Basic pKa: 1.58

CX LogP: 0.02

CX LogD: -3.32

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: -1.46

References

1. Jiang X, Wu K, Bai R, Zhang P, Zhang Y..  (2022)  Functionalized quinoxalinones as privileged structures with broad-ranging pharmacological activities.,  229  [PMID:34998058] [10.1016/j.ejmech.2021.114085]

Source

Source(1):

• Scientific Literature