7,9-dimethyl-11-m-tolyl-6-trifluoromethyl-7H-5,7,9,11a-tetraaza-benzo[a]fluorene-8,10-dione

ID: ALA1277140

PubChem CID: 4217795

Max Phase: Preclinical

Molecular Formula: C23H17F3N4O2

Molecular Weight: 438.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2c3c(=O)n(C)c(=O)n(C)c3c3c(C(F)(F)F)nc4ccccc4n23)c1

Standard InChI:  InChI=1S/C23H17F3N4O2/c1-12-7-6-8-13(11-12)17-16-18(28(2)22(32)29(3)21(16)31)19-20(23(24,25)26)27-14-9-4-5-10-15(14)30(17)19/h4-11H,1-3H3

Standard InChI Key:  VHRZWDSVLHDTAT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   23.8599  -15.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5747  -16.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.7194  -15.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0050  -16.1347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1793  -16.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.1480  -18.4410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4861  -15.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4583  -16.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6298  -17.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8254  -17.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2761  -18.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5342  -18.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3466  -18.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8923  -18.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4685  -17.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4266  -14.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1435  -14.8807    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.4216  -13.6476    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.0064  -13.8856    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  8  5  1  0
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  9 10  1  0
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  2  3  1  0
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  5  6  1  0
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  9  7  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1277140

   7,9-dimethyl-11-(3-methylphenyl)-6-(trifluoromethyl)pyrimido[4',5':3,4]pyrrolo[1,2-a]quinoxaline-8,10(7H,9H)-dione

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: 438.41

Molecular Weight (Monoisotopic): 438.1304

AlogP: 4.03

#Rotatable Bonds: 1

Polar Surface Area: 61.30

Molecular Species: ┄

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -1.14

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