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

ID: ALA1077085

Max Phase: Preclinical

Molecular Formula: C26H20N6O6S3

Molecular Weight: 608.68

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\c3cccs3)SC2=S)=N1

Standard InChI:  InChI=1S/C26H20N6O6S3/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)39)12-17-6-3-9-40-17/h2-12,22,33-34H,1H3,(H,28,35)(H2,27,29,30)/b20-12+

Standard InChI Key:  IILFADDIUOHEAD-UDWIEESQSA-N

Molfile:  

     RDKit          2D

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    3.7720  -21.1369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6397  -24.8601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8933  -24.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7183  -24.0673    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776  -24.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129  -25.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6985  -25.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116  -26.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3887  -26.5537    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3213  -27.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541  -26.5749    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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 10 11  1  0
 21 22  2  0
  5  6  2  0
 22 23  1  0
 11 12  2  0
 23 24  2  0
 24 19  1  0
 12  7  1  0
  3  7  1  0
  6  1  1  0
 25 26  2  0
 25 27  1  0
 23 25  1  0
  6 13  1  0
  9 28  1  0
  1  2  2  0
 28 29  1  0
 29 30  1  0
  2 14  1  0
  3  4  2  0
 11 15  1  0
  7  8  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 29  1  0
 12 16  1  0
 30 34  2  0
 33 35  2  0
 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:

   

   ALA1077085

   ---

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: 608.68

Molecular Weight (Monoisotopic): 608.0606

AlogP: 4.39

#Rotatable Bonds: 6

Polar Surface Area: 169.43

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.63

CX Basic pKa: 5.63

CX LogP: 4.61

CX LogD: 4.58

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.12

Np Likeness Score: -1.56

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