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

ID: ALA4218261

PubChem CID: 145969156

Max Phase: Preclinical

Molecular Formula: C18H13Cl2N3O4

Molecular Weight: 406.23

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H13Cl2N3O4/c1-27-17(25)15-8-16(24)11-6-9(3-5-14(11)23-15)21-18(26)22-10-2-4-12(19)13(20)7-10/h2-8H,1H3,(H,23,24)(H2,21,22,26)

Standard InChI Key:  SOEGUZXBWDTFJH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    6.4164  -21.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4153  -22.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1233  -22.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1215  -21.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8302  -21.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8335  -22.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5420  -22.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2516  -22.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2482  -21.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5352  -21.2860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5442  -23.7444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9547  -21.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9522  -20.4677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6636  -21.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6662  -22.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7072  -22.9326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999  -22.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2918  -22.9315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005  -21.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5844  -22.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5899  -21.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833  -21.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743  -21.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1763  -22.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8834  -22.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4664  -21.2950    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8843  -20.4779    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:

   

   ALA4218261

   ---

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: 406.23

Molecular Weight (Monoisotopic): 405.0283

AlogP: 4.27

#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: 10.70

CX Basic pKa: ┄

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.18

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