(S)-methyl 6-(3-(1-(3-methoxyphenyl)ethyl)ureido)-4-oxo-1,4-dihydroquinoline-2-carboxylate

ID: ALA4208917

PubChem CID: 145965856

Max Phase: Preclinical

Molecular Formula: C21H21N3O5

Molecular Weight: 395.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(=O)c2cc(NC(=O)N[C@@H](C)c3cccc(OC)c3)ccc2[nH]1

Standard InChI:  InChI=1S/C21H21N3O5/c1-12(13-5-4-6-15(9-13)28-2)22-21(27)23-14-7-8-17-16(10-14)19(25)11-18(24-17)20(26)29-3/h4-12H,1-3H3,(H,24,25)(H2,22,23,27)/t12-/m0/s1

Standard InChI Key:  PZFGBNDEOVAVFQ-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

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   37.8962  -26.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7302  -26.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7291  -26.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4371  -27.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4353  -25.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1439  -26.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1473  -26.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8557  -27.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5654  -26.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5620  -26.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8490  -25.7310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8580  -28.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2685  -25.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2659  -24.9127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9774  -26.1363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9800  -26.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0210  -27.3777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3136  -26.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3143  -26.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6056  -27.3765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8959  -26.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1887  -27.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4826  -26.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7756  -27.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7754  -28.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4882  -28.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1924  -28.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0679  -26.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0680  -26.1453    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  6
  1 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 24 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4208917

   ---

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: 395.42

Molecular Weight (Monoisotopic): 395.1481

AlogP: 3.21

#Rotatable Bonds: 5

Polar Surface Area: 109.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.79

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.25

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