4-methyl-(4'-nitro)cinnamanilide

ID: ALA2251550

Cas Number: 5246-34-4

PubChem CID: 790379

Max Phase: Preclinical

Molecular Formula: C16H14N2O3

Molecular Weight: 282.30

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)/C=C/c2ccc([N+](=O)[O-])cc2)cc1

Standard InChI:  InChI=1S/C16H14N2O3/c1-12-2-7-14(8-3-12)17-16(19)11-6-13-4-9-15(10-5-13)18(20)21/h2-11H,1H3,(H,17,19)/b11-6+

Standard InChI Key:  URTZKYQLKQHAFO-IZZDOVSWSA-N

Molfile:  

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   24.2821  -21.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9901  -22.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6998  -21.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6969  -20.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9883  -20.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4031  -20.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1123  -20.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8160  -19.6463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5317  -21.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8252  -22.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8283  -22.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5382  -23.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2465  -22.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 18  1  0
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M  CHG  2  18   1  20  -1
M  END

Alternative Forms

Associated Targets(non-human)

Radish (446 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: 282.30Molecular Weight (Monoisotopic): 282.1004AlogP: 3.56#Rotatable Bonds: 4
Polar Surface Area: 72.24Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 4.02CX LogD: 4.02
Aromatic Rings: 2Heavy Atoms: 21QED Weighted: 0.53Np Likeness Score: -1.25

References

1. Vishnoi S, Agrawal V, Kasana VK..  (2009)  Synthesis and structure--activity relationships of substituted cinnamic acids and amide analogues: a new class of herbicides.,  57  (8): [PMID:19368353] [10.1021/jf8034385]

Source