(S)-methyl 6-(3-(1-ethoxy-1-oxo-3-phenylpropan-2-yl)ureido)-4-oxo-1,4-dihydroquinoline-2-carboxylate

ID: ALA4209449

PubChem CID: 145965885

Max Phase: Preclinical

Molecular Formula: C23H23N3O6

Molecular Weight: 437.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](Cc1ccccc1)NC(=O)Nc1ccc2[nH]c(C(=O)OC)cc(=O)c2c1

Standard InChI:  InChI=1S/C23H23N3O6/c1-3-32-22(29)18(11-14-7-5-4-6-8-14)26-23(30)24-15-9-10-17-16(12-15)20(27)13-19(25-17)21(28)31-2/h4-10,12-13,18H,3,11H2,1-2H3,(H,25,27)(H2,24,26,30)/t18-/m0/s1

Standard InChI Key:  CNYXXUUXJQEPGD-SFHVURJKSA-N

Molfile:  

     RDKit          2D

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   29.2565  -26.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.3821  -27.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0917  -27.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.3843  -28.3587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   32.7922  -25.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8406  -26.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   26.4222  -26.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7150  -27.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7144  -25.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7153  -28.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0071  -27.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0077  -28.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0080  -29.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7185  -25.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0115  -24.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3030  -25.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3059  -25.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0135  -26.3196    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
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  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
  1 22  1  6
 21 23  1  0
 22 24  1  0
 22 25  2  0
 24 26  1  0
 26 27  1  0
 23 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4209449

   ---

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: 437.45

Molecular Weight (Monoisotopic): 437.1587

AlogP: 2.61

#Rotatable Bonds: 7

Polar Surface Area: 126.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.79

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -0.88

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