6-(2,4-Dihydroxyphenyl)-4-methyl-2-(3-methyl-5-oxo-4-(thiophen-2-ylmethylene)-4,5-dihydro-1H-pyrazol-1-yl)-N-(3-nitrophenyl)-1,6-dihydropyrimidine-5-carboxamide

ID: ALA1087566

PubChem CID: 45276458

Max Phase: Preclinical

Molecular Formula: C27H22N6O6S

Molecular Weight: 558.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=NN(C2=NC(C)=C(C(=O)Nc3cccc([N+](=O)[O-])c3)C(c3ccc(O)cc3O)N2)C(=O)/C1=C/c1cccs1

Standard InChI:  InChI=1S/C27H22N6O6S/c1-14-21(13-19-7-4-10-40-19)26(37)32(31-14)27-28-15(2)23(24(30-27)20-9-8-18(34)12-22(20)35)25(36)29-16-5-3-6-17(11-16)33(38)39/h3-13,24,34-35H,1-2H3,(H,28,30)(H,29,36)/b21-13+

Standard InChI Key:  CTYXIXSMACYNBZ-FYJGNVAPSA-N

Molfile:  

     RDKit          2D

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  9 10  1  0
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  5  1  1  0
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 11  6  1  0
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  1  2  1  0
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  8  9  2  0
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  4  5  2  0
  7 19  1  0
 37 38  1  0
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M  CHG  2  30   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1087566

   6-(2,4-Dihydroxyphenyl)-4-methyl-2-(3-methyl-5-oxo-4-(thiophen-2-ylmethylene)-4,5-dihydro-1H-pyrazol-1-yl)-N-(3-nitrophenyl)-1,6-dihydropyrimidine-5-carboxamide

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: 558.58

Molecular Weight (Monoisotopic): 558.1322

AlogP: 4.28

#Rotatable Bonds: 5

Polar Surface Area: 169.76

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.63

CX Basic pKa: 0.82

CX LogP: 4.03

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: -1.42

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