ethyl 5-(1-methylpiperidin-4-ylidene)-4-oxo-2-(phenylamino)-4,5-dihydrothiophene-3-carboxylate

ID: ALA5199290

PubChem CID: 168292238

Max Phase: Preclinical

Molecular Formula: C19H22N2O3S

Molecular Weight: 358.46

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(Nc2ccccc2)SC(=C2CCN(C)CC2)C1=O

Standard InChI:  InChI=1S/C19H22N2O3S/c1-3-24-19(23)15-16(22)17(13-9-11-21(2)12-10-13)25-18(15)20-14-7-5-4-6-8-14/h4-8,20H,3,9-12H2,1-2H3

Standard InChI Key:  JMIAXYBUXIJVOC-UHFFFAOYSA-N

Molfile:  

 
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   -0.0834   -0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1714    0.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9965    0.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514   -0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483   -0.3764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2618   -1.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0587   -1.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2708   -2.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873   -2.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6759   -1.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9965    2.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2339    1.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410    1.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803   -0.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0938   -1.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8906   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4740   -0.8033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2605   -0.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636    0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2708   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

  1. Parent:

    ALA5199290

    ---

Associated Targets(Human)

JAR (316 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 358.46Molecular Weight (Monoisotopic): 358.1351AlogP: 3.17#Rotatable Bonds: 4
Polar Surface Area: 58.64Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 11.05CX Basic pKa: 7.00CX LogP: 3.00CX LogD: 2.85
Aromatic Rings: 1Heavy Atoms: 25QED Weighted: 0.51Np Likeness Score: -0.73

References

1. Hwang J, Qiu X, Borgelt L, Haacke N, Kanis L, Petroulia S, Gasper R, Schiller D, Lampe P, Sievers S, Imig J, Wu P..  (2022)  Synthesis and evaluation of RNase L-binding 2-aminothiophenes as anticancer agents.,  58  [PMID:35152173] [10.1016/j.bmc.2022.116653]

Source