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

ID: ALA4206533

PubChem CID: 145978584

Max Phase: Preclinical

Molecular Formula: C19H13ClF3N3O4

Molecular Weight: 439.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)Nc3ccc(Cl)c(C(F)(F)F)c3)ccc2[nH]1

Standard InChI:  InChI=1S/C19H13ClF3N3O4/c1-30-17(28)15-8-16(27)11-6-9(3-5-14(11)26-15)24-18(29)25-10-2-4-13(20)12(7-10)19(21,22)23/h2-8H,1H3,(H,26,27)(H2,24,25,29)

Standard InChI Key:  LORPJLDVRMGZNG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   38.3323  -16.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3311  -17.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0392  -17.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0374  -15.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7460  -16.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7494  -17.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4578  -17.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1675  -17.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1641  -16.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4511  -15.8876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4600  -18.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.8705  -15.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8680  -15.0693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5795  -16.2929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5820  -17.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6231  -17.5342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9157  -17.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2077  -17.5331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9164  -16.3079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5003  -17.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5057  -16.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7992  -15.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0902  -16.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0921  -17.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7993  -17.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8002  -15.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5084  -14.6718    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.0930  -14.6700    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.7925  -14.2596    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.3822  -15.8966    0.0000 Cl  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
 23 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4206533

   ---

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: 439.78

Molecular Weight (Monoisotopic): 439.0547

AlogP: 4.63

#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: 10.71

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -1.27

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