methyl 6-(3-(3-fluoro-5-(trifluoromethyl)phenyl)ureido)-4-oxo-1,4-dihydroquinoline-2-carboxylate

ID: ALA4213852

PubChem CID: 145964666

Max Phase: Preclinical

Molecular Formula: C19H13F4N3O4

Molecular Weight: 423.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)Nc3cc(F)cc(C(F)(F)F)c3)ccc2[nH]1

Standard InChI:  InChI=1S/C19H13F4N3O4/c1-30-17(28)15-8-16(27)13-7-11(2-3-14(13)26-15)24-18(29)25-12-5-9(19(21,22)23)4-10(20)6-12/h2-8H,1H3,(H,26,27)(H2,24,25,29)

Standard InChI Key:  WWUYSOSZRDJVGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   26.6192  -16.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6181  -16.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3261  -17.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3243  -15.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0329  -16.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0363  -16.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7448  -17.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4544  -16.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4510  -16.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7380  -15.7225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7470  -18.1809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1575  -15.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1549  -14.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8664  -16.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8690  -16.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9100  -17.3691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2026  -16.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4946  -17.3680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2033  -16.1428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7872  -16.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7926  -16.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0861  -15.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3771  -16.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3791  -16.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0862  -17.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0871  -14.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7954  -14.5067    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.3799  -14.5049    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0795  -14.0945    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.6725  -17.3716    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
 22 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 24 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4213852

   ---

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: 423.32

Molecular Weight (Monoisotopic): 423.0842

AlogP: 4.12

#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: 10.66

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.38

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