methyl 6-(3-(2-nitro-4-(trifluoromethyl)phenyl)ureido)-4-oxo-1,4-dihydroquinoline-2-carboxylate

ID: ALA4206016

PubChem CID: 145976883

Max Phase: Preclinical

Molecular Formula: C19H13F3N4O6

Molecular Weight: 450.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)Nc3ccc(C(F)(F)F)cc3[N+](=O)[O-])ccc2[nH]1

Standard InChI:  InChI=1S/C19H13F3N4O6/c1-32-17(28)14-8-16(27)11-7-10(3-5-12(11)24-14)23-18(29)25-13-4-2-9(19(20,21)22)6-15(13)26(30)31/h2-8H,1H3,(H,24,27)(H2,23,25,29)

Standard InChI Key:  CRTDXFIXBRJJPG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   29.5041  -20.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5030  -21.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2110  -22.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2092  -20.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9179  -20.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9212  -21.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6297  -22.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3393  -21.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3359  -20.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6230  -20.4935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6319  -22.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0424  -20.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0399  -19.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7514  -20.8988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7539  -21.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7950  -22.1402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0876  -21.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3795  -22.1391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0882  -20.9139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6722  -21.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6776  -20.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9710  -20.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2620  -20.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2640  -21.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9711  -22.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5541  -20.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5536  -19.6854    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.8466  -20.9115    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.8430  -20.0913    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.9728  -22.9584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6818  -23.3648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2664  -23.3691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  2  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 30 31  2  0
 30 32  1  0
 25 30  1  0
M  CHG  2  30   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4206016

   ---

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: 450.33

Molecular Weight (Monoisotopic): 450.0787

AlogP: 3.89

#Rotatable Bonds: 4

Polar Surface Area: 143.43

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.80

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -1.64

References

1. Ling T, Lang W, Feng X, Das S, Maier J, Jeffries C, Shelat A, Rivas F..  (2018)  Novel vitexin-inspired scaffold against leukemia.,  146  [PMID:29407975] [10.1016/j.ejmech.2018.01.004]

Source

Source(1):

• Scientific Literature