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

ID: ALA4215320

PubChem CID: 145973692

Max Phase: Preclinical

Molecular Formula: C19H14F3N3O4

Molecular Weight: 405.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H14F3N3O4/c1-29-17(27)15-9-16(26)13-8-12(6-7-14(13)25-15)24-18(28)23-11-4-2-10(3-5-11)19(20,21)22/h2-9H,1H3,(H,25,26)(H2,23,24,28)

Standard InChI Key:  RNTBQBQJIFTHMZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   41.4896  -20.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4885  -21.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1965  -22.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1947  -20.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9033  -20.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9067  -21.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6152  -22.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3248  -21.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3214  -20.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6084  -20.3821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6174  -22.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.0279  -20.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0253  -19.5638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.7368  -20.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.7394  -21.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7804  -22.0288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0730  -21.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3650  -22.0276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0737  -20.8024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6576  -21.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6630  -20.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9565  -20.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2475  -20.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2495  -21.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9566  -22.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5396  -20.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5391  -19.5739    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.8321  -20.8001    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.8285  -19.9799    0.0000 F   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
M  END

Alternative Forms

1. Parent:

   

   ALA4215320

   ---

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: 405.33

Molecular Weight (Monoisotopic): 405.0936

AlogP: 3.98

#Rotatable Bonds: 3

Polar Surface Area: 100.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.72

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.16

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