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

ID: ALA4213842

PubChem CID: 145964220

Max Phase: Preclinical

Molecular Formula: C19H17N3O4

Molecular Weight: 351.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)NCc3ccccc3)ccc2[nH]1

Standard InChI:  InChI=1S/C19H17N3O4/c1-26-18(24)16-10-17(23)14-9-13(7-8-15(14)22-16)21-19(25)20-11-12-5-3-2-4-6-12/h2-10H,11H2,1H3,(H,22,23)(H2,20,21,25)

Standard InChI Key:  UGIUWPRAWZCRIG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.0158   -3.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8498   -2.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8486   -3.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5567   -3.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5549   -1.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2635   -2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2669   -3.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9753   -3.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6850   -3.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6816   -2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9686   -1.8055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9775   -4.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3880   -1.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3855   -0.9872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0970   -2.2107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0995   -3.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1406   -3.4521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4332   -3.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4339   -2.2258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -3.4510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3082   -3.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8951   -3.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8950   -4.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6078   -4.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3120   -4.2614    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  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4213842

   ---

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: 351.36

Molecular Weight (Monoisotopic): 351.1219

AlogP: 2.64

#Rotatable Bonds: 4

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: 2.81

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -1.24

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