methyl 6-(3-(2,3-dihydro-1H-inden-5-yl)ureido)-4-oxo-1,4-dihydroquinoline-2-carboxylate

ID: ALA4216767

PubChem CID: 145972136

Max Phase: Preclinical

Molecular Formula: C21H19N3O4

Molecular Weight: 377.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)Nc3ccc4c(c3)CCC4)ccc2[nH]1

Standard InChI:  InChI=1S/C21H19N3O4/c1-28-20(26)18-11-19(25)16-10-15(7-8-17(16)24-18)23-21(27)22-14-6-5-12-3-2-4-13(12)9-14/h5-11H,2-4H2,1H3,(H,24,25)(H2,22,23,27)

Standard InChI Key:  OZEXGFIGGZEADZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   36.1256   -3.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9596   -3.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9585   -3.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6665   -4.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6647   -2.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3734   -3.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3767   -3.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0852   -4.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7948   -3.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7914   -3.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0784   -2.7465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0874   -5.2049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4979   -2.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4953   -1.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.2068   -3.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.2094   -3.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2504   -4.3931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5431   -3.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5437   -3.1668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8350   -4.3920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1281   -3.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7124   -3.9866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4215   -4.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7049   -3.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4209   -2.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2561   -1.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4382   -1.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0977   -2.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  8 12  2  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  3 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20  1  1  0
  1 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23  1  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216767

   ---

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: 377.40

Molecular Weight (Monoisotopic): 377.1376

AlogP: 3.45

#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: 6.79

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -0.91

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