N2,N3-bis(4-fluoro-2-methylphenyl)-6-nitroquinoxaline-2,3-diamine

ID: ALA4531564

PubChem CID: 155546430

Max Phase: Preclinical

Molecular Formula: C22H17F2N5O2

Molecular Weight: 421.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(F)ccc1Nc1nc2ccc([N+](=O)[O-])cc2nc1Nc1ccc(F)cc1C

Standard InChI:  InChI=1S/C22H17F2N5O2/c1-12-9-14(23)3-6-17(12)25-21-22(26-18-7-4-15(24)10-13(18)2)28-20-11-16(29(30)31)5-8-19(20)27-21/h3-11H,1-2H3,(H,25,27)(H,26,28)

Standard InChI Key:  MADHRFGFNYPTBN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.9962  -21.3267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5665  -19.6662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4253  -20.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1371  -19.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5642  -21.3232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4241  -20.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9996  -19.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2841  -20.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8525  -20.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.7116  -18.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7139  -17.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0066  -17.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2956  -17.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.7175  -19.6769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9939  -22.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2843  -22.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.9888  -23.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7000  -23.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6991  -22.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0099  -20.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7173  -18.8597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0075  -16.4096    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.9876  -24.5937    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.5903  -18.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4065  -22.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 20  1  0
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M  CHG  2  19   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4531564

   ---

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: 421.41

Molecular Weight (Monoisotopic): 421.1350

AlogP: 5.92

#Rotatable Bonds: 5

Polar Surface Area: 92.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.42

CX Basic pKa: 0.90

CX LogP: 6.62

CX LogD: 6.62

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.31

Np Likeness Score: -1.54

References

1.  (2017)  Aryl amine substituted quinoxaline used as anticancer drugs, 

Source

Source(1):

• Patent Bioactivity Data