methyl 4-oxo-6-(3-(2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)ureido)-1,4-dihydroquinoline-2-carboxylate

ID: ALA4204580

PubChem CID: 145976323

Max Phase: Preclinical

Molecular Formula: C24H25N3O4

Molecular Weight: 419.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)c1cccc(C(C)(C)NC(=O)Nc2ccc3[nH]c(C(=O)OC)cc(=O)c3c2)c1

Standard InChI:  InChI=1S/C24H25N3O4/c1-14(2)15-7-6-8-16(11-15)24(3,4)27-23(30)25-17-9-10-19-18(12-17)21(28)13-20(26-19)22(29)31-5/h6-13H,1H2,2-5H3,(H,26,28)(H2,25,27,30)

Standard InChI Key:  PJCCNAWBJLJAOS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   14.9199  -26.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3327  -26.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7411  -26.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1666  -26.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1655  -26.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8735  -27.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8718  -25.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5804  -26.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5837  -26.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2922  -27.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0018  -26.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9985  -26.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2855  -25.7104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2944  -28.1688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7049  -25.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7024  -24.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4139  -26.1157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4164  -26.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4575  -27.3570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7501  -26.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7507  -26.1307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0420  -27.3559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6266  -27.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9227  -26.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2152  -27.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2141  -28.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9264  -28.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6311  -28.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5080  -26.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5090  -26.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7998  -27.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  2  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22  2  1  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 25 29  1  0
 29 30  2  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4204580

   ---

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: 419.48

Molecular Weight (Monoisotopic): 419.1845

AlogP: 4.40

#Rotatable Bonds: 5

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: 10.79

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -0.90

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