2-amino-3-(2,3-dioxo-3,4-dihydroquinoxalin-1(2H)-yl)propanoic acid

ID: ALA5196653

PubChem CID: 53862542

Max Phase: Preclinical

Molecular Formula: C11H11N3O4

Molecular Weight: 249.23

Names and Identifiers

Canonical SMILES:  NC(Cn1c(=O)c(=O)[nH]c2ccccc21)C(=O)O

Standard InChI:  InChI=1S/C11H11N3O4/c12-6(11(17)18)5-14-8-4-2-1-3-7(8)13-9(15)10(14)16/h1-4,6H,5,12H2,(H,13,15)(H,17,18)

Standard InChI Key:  GXLYWXMBTOIUTQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -0.4018    1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162    0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4018   -0.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3126    0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3126    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -0.1999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7416    0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7417    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270    1.4500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4561    1.4499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560   -0.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7418   -1.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7419   -2.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562   -1.0249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0274   -2.6749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564   -2.6749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  8  9  1  0
  9 10  1  0
  6 10  1  0
  7  8  1  0
  5  7  1  0
  9 11  2  0
  8 12  2  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 15 17  2  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5196653

   2-amino-3-(2,3-dioxo-4H-quinoxalin-1-yl)propanoic 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: 249.23

Molecular Weight (Monoisotopic): 249.0750

AlogP: -0.90

#Rotatable Bonds: 3

Polar Surface Area: 118.18

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.62

CX Basic pKa: 8.48

CX LogP: -2.87

CX LogD: -2.91

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.61

Np Likeness Score: -0.41

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