4-(4-benzylpiperazin-1-yl)-6-(4-nitrophenyl)-2-thioxo-1,2-dihydropyrimidine-5-carbonitrile

ID: ALA2415051

PubChem CID: 45028816

Max Phase: Preclinical

Molecular Formula: C22H20N6O2S

Molecular Weight: 432.51

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  N#Cc1c(N2CCN(Cc3ccccc3)CC2)nc(=S)[nH]c1-c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C22H20N6O2S/c23-14-19-20(17-6-8-18(9-7-17)28(29)30)24-22(31)25-21(19)27-12-10-26(11-13-27)15-16-4-2-1-3-5-16/h1-9H,10-13,15H2,(H,24,25,31)

Standard InChI Key:  LVNYUZQDCQKTOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.1852  -24.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9010  -24.2230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9010  -23.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1852  -22.9816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6167  -22.9816    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7496  -24.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1852  -25.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0338  -25.0520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0407  -23.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6142  -21.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985  -22.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1863  -21.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711  -22.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4679  -22.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1891  -27.9516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9040  -28.3631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4753  -28.3649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2  8  1  0
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  8 10  3  0
  9 11  2  0
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  1 16  1  0
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 13 29  1  0
M  CHG  2  29   1  31  -1
M  END

Associated Targets(Human)

HCC 2998 (41480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Shigella flexneri (1836 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 432.51Molecular Weight (Monoisotopic): 432.1368AlogP: 3.91#Rotatable Bonds: 5
Polar Surface Area: 102.09Molecular Species: NEUTRALHBA: 7HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 8.64CX Basic pKa: 7.32CX LogP: 2.65CX LogD: 2.52
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.37Np Likeness Score: -1.68

References

1. Fargualy AM, Habib NS, Ismail KA, Hassan AM, Sarg MT..  (2013)  Synthesis, biological evaluation and molecular docking studies of some pyrimidine derivatives.,  66  [PMID:23811090] [10.1016/j.ejmech.2013.05.028]

Source