2-(5-Benzylidene-4-oxo-2-thioxothiazolidin-3-ylamino)-6-(2,4-dihydroxyphenyl)-4-methyl-N-(3-nitrophenyl)-1,6-dihydropyrimidine-5-carboxamide

ID: ALA1077086

Max Phase: Preclinical

Molecular Formula: C28H22N6O6S2

Molecular Weight: 602.65

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\c3ccccc3)SC2=S)=N1

Standard InChI:  InChI=1S/C28H22N6O6S2/c1-15-23(25(37)30-17-8-5-9-18(13-17)34(39)40)24(20-11-10-19(35)14-21(20)36)31-27(29-15)32-33-26(38)22(42-28(33)41)12-16-6-3-2-4-7-16/h2-14,24,35-36H,1H3,(H,30,37)(H2,29,31,32)/b22-12+

Standard InChI Key:  CJMLIHLVNSBIDD-WSDLNYQXSA-N

Molfile:  

     RDKit          2D

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    7.7984  -23.8257    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2038  -25.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0691  -27.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5107  -26.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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  5  6  2  0
 22 23  1  0
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 12  7  1  0
  3  7  1  0
  6  1  1  0
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 23 25  1  0
  6 13  1  0
  9 28  1  0
  1  2  2  0
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 29 30  1  0
  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
 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
 16 18  2  0
 37 38  2  0
  4  5  1  0
 38 39  1  0
 17 19  1  0
 39 40  2  0
  9 10  2  0
 40 41  1  0
 19 20  2  0
 41 42  2  0
 42 37  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1077086

   ---

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: 602.65

Molecular Weight (Monoisotopic): 602.1042

AlogP: 4.33

#Rotatable Bonds: 6

Polar Surface Area: 169.43

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.63

CX Basic pKa: 5.53

CX LogP: 4.70

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.12

Np Likeness Score: -1.20

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