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

ID: ALA4210902

PubChem CID: 145966891

Max Phase: Preclinical

Molecular Formula: C18H13ClFN3O4

Molecular Weight: 389.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H13ClFN3O4/c1-27-17(25)15-8-16(24)11-6-9(3-5-14(11)23-15)21-18(26)22-10-2-4-13(20)12(19)7-10/h2-8H,1H3,(H,23,24)(H2,21,22,26)

Standard InChI Key:  GOTNKJRBXFDDQH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   18.2863  -21.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2852  -22.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9932  -22.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9914  -21.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7001  -21.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7034  -22.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4119  -22.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1215  -22.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1181  -21.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4051  -21.0301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4141  -23.4886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8246  -21.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8221  -20.2118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5336  -21.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5361  -22.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5772  -22.6767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8698  -22.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1617  -22.6756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8704  -21.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4544  -22.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4598  -21.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7532  -21.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0442  -21.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0462  -22.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7533  -22.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3363  -21.0391    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.7543  -20.2220    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
 23 26  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4210902

   ---

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: 389.77

Molecular Weight (Monoisotopic): 389.0579

AlogP: 3.75

#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: 3.85

CX LogD: 3.85

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -1.45

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