4-(2,4-Dihydroxyphenyl)-2-(5-(furan-2-ylmethylene)-4-oxo-2-thioxothiazolidin-3-ylamino)-6-methyl-N-(3-nitrophenyl)-1,4-dihydropyrimidine-5-carboxamide

ID: ALA1077107

Max Phase: Preclinical

Molecular Formula: C26H20N6O7S2

Molecular Weight: 592.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2cccc([N+](=O)[O-])c2)C(c2ccc(O)cc2O)NC(NN2C(=O)/C(=C\c3ccco3)SC2=S)=N1

Standard InChI:  InChI=1S/C26H20N6O7S2/c1-13-21(23(35)28-14-4-2-5-15(10-14)32(37)38)22(18-8-7-16(33)11-19(18)34)29-25(27-13)30-31-24(36)20(41-26(31)40)12-17-6-3-9-39-17/h2-12,22,33-34H,1H3,(H,28,35)(H2,27,29,30)/b20-12+

Standard InChI Key:  MIMZYJIUTJGFBJ-UDWIEESQSA-N

Molfile:  

     RDKit          2D

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   23.1767  -11.0871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   23.8887  -10.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1907  -14.8068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4769  -14.3934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2234  -13.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3984  -13.6007    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.1391  -14.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8038  -14.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.7975  -15.6974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4182  -14.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7279  -16.0870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0626  -16.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  2  0
  2  3  1  0
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  5  6  2  0
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 11 12  2  0
 23 24  2  0
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 12  7  1  0
  3  7  1  0
  6  1  1  0
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  6 13  1  0
  9 28  1  0
  1  2  2  0
 28 29  1  0
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  2 14  1  0
  3  4  2  0
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  7  8  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
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 12 16  1  0
 30 34  2  0
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 16 17  1  0
 32 36  2  0
  8  9  1  0
 36 37  1  0
 37 38  1  0
 16 18  2  0
  4  5  1  0
 17 19  1  0
  9 10  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 37  2  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1077107

   ---

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: 592.62

Molecular Weight (Monoisotopic): 592.0835

AlogP: 3.92

#Rotatable Bonds: 6

Polar Surface Area: 182.57

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.63

CX Basic pKa: 5.61

CX LogP: 3.76

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.12

Np Likeness Score: -1.36

References

1. Ibrahim DA, El-Metwally AM..  (2010)  Design, synthesis, and biological evaluation of novel pyrimidine derivatives as CDK2 inhibitors.,  45  (3): [PMID:20045222] [10.1016/j.ejmech.2009.12.026]

Source

Source(1):

• Scientific Literature