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

ID: ALA4210374

PubChem CID: 145963841

Max Phase: Preclinical

Molecular Formula: C20H17N3O5

Molecular Weight: 379.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)Nc3cccc(C(C)=O)c3)ccc2[nH]1

Standard InChI:  InChI=1S/C20H17N3O5/c1-11(24)12-4-3-5-13(8-12)21-20(27)22-14-6-7-16-15(9-14)18(25)10-17(23-16)19(26)28-2/h3-10H,1-2H3,(H,23,25)(H2,21,22,27)

Standard InChI Key:  AQIXDEAWBSJKFA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    6.1399  -27.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388  -28.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8468  -28.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8450  -27.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5536  -27.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5570  -28.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2654  -28.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9751  -28.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9717  -27.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2587  -27.1755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2677  -29.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6782  -27.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6756  -26.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3871  -27.5808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3896  -28.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4307  -28.8222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7233  -28.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0153  -28.8211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7240  -27.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3079  -28.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3133  -27.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6068  -27.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8978  -27.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8997  -28.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069  -28.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6078  -26.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3160  -25.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006  -25.9580    0.0000 O   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
 22 26  1  0
 26 27  1  0
 26 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4210374

   ---

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: 379.37

Molecular Weight (Monoisotopic): 379.1168

AlogP: 3.16

#Rotatable Bonds: 4

Polar Surface Area: 117.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.70

CX Basic pKa: ┄

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.98

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