N-(2-chloro-5-(trifluoromethyl)phenyl)quinoxaline-6-carboxamide

ID: ALA1278216

Cas Number: 720677-78-1

PubChem CID: 1034352

Max Phase: Preclinical

Molecular Formula: C16H9ClF3N3O

Molecular Weight: 351.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(C(F)(F)F)ccc1Cl)c1ccc2nccnc2c1

Standard InChI:  InChI=1S/C16H9ClF3N3O/c17-11-3-2-10(16(18,19)20)8-13(11)23-15(24)9-1-4-12-14(7-9)22-6-5-21-12/h1-8H,(H,23,24)

Standard InChI Key:  BPRRNZUKKIBQRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.7236  -10.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7224  -11.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4372  -11.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1537  -11.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1508  -10.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4354   -9.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330   -9.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8688  -11.5882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5826  -11.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2977  -11.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5813  -10.3496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2943  -12.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0086  -12.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046  -11.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7195  -11.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7224  -12.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4404  -12.8165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1560  -12.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1490  -11.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4304  -11.1608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4370  -12.4152    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1462   -8.6976    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -8.7018    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -8.3159    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  2  0
  6  1  1  0
 12 13  1  0
 13 16  2  0
  1  2  2  0
 15 14  2  0
 14 10  1  0
  6  7  1  0
  3  4  2  0
 15 16  1  0
  4  8  1  0
 16 17  1  0
 17 18  2  0
  8  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
 20 15  1  0
  9 10  1  0
  3 21  1  0
  2  3  1  0
  7 22  1  0
  9 11  2  0
  7 23  1  0
  5  6  2  0
  7 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1278216

   N-[2-chloro-5-(trifluoromethyl)phenyl]quinoxaline-6-carboxamide

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: 351.71

Molecular Weight (Monoisotopic): 351.0386

AlogP: 4.55

#Rotatable Bonds: 2

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.77

CX Basic pKa: 1.06

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -2.05

References

1. Carosati E, Sforna G, Pippi M, Marverti G, Ligabue A, Guerrieri D, Piras S, Guaitoli G, Luciani R, Costi MP, Cruciani G..  (2010)  Ligand-based virtual screening and ADME-tox guided approach to identify triazolo-quinoxalines as folate cycle inhibitors.,  18  (22): [PMID:20951595] [10.1016/j.bmc.2010.09.065]

Source

Source(1):

• Scientific Literature