1,3-Diethyl-5-(7-methyl-1H-indol-3-ylmethylene)-2-thioxo-dihydro-pyrimidine-4,6-dione

ID: ALA359348

PubChem CID: 135921197

Max Phase: Preclinical

Molecular Formula: C18H19N3O2S

Molecular Weight: 341.44

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CCN1C(=O)C(=Cc2c[nH]c3c(C)cccc23)C(=O)N(CC)C1=S

Standard InChI:  InChI=1S/C18H19N3O2S/c1-4-20-16(22)14(17(23)21(5-2)18(20)24)9-12-10-19-15-11(3)7-6-8-13(12)15/h6-10,19H,4-5H2,1-3H3

Standard InChI Key:  CZMWMCFESYBLKQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.2625    1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2500    1.9125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9875    0.6875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9500    2.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6917    1.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3792    2.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1042    1.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0125    0.9958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4042    1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8417    2.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2042    1.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5542    0.6625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9375    3.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4167    0.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2042    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5375    2.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9542   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0792    3.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8792    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4500    2.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7750    1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6542   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8125    1.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
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 15  6  2  0
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 18  4  1  0
 19 11  1  0
 20 19  2  0
 21 20  1  0
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 24 17  1  0
  2  3  1  0
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 21 16  2  0
M  END

Alternative Forms

  1. Parent:

    ALA359348

    ---

Associated Targets(Human)

TNFRSF1A Tchem Tumor necrosis factor receptor R1 (157 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: 341.44Molecular Weight (Monoisotopic): 341.1198AlogP: 2.86#Rotatable Bonds: 3
Polar Surface Area: 56.41Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.45CX LogD: 3.45
Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.53Np Likeness Score: -1.01

References

1. Voss ME, Carter PH, Tebben AJ, Scherle PA, Brown GD, Thompson LA, Xu M, Lo YC, Yang G, Liu RQ, Strzemienski P, Everlof JG, Trzaskos JM, Decicco CP..  (2003)  Both 5-arylidene-2-thioxodihydropyrimidine-4,6(1H,5H)-diones and 3-thioxo-2,3-dihydro-1H-imidazo[1,5-a]indol-1-ones are light-dependent tumor necrosis factor-alpha antagonists.,  13  (3): [PMID:12565966] [10.1016/s0960-894x(02)00941-1]

Source