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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
24 26 0 0 0 0 0 0 0 0999 V2000
10.6750 1.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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
3 5 1 0
4 6 1 0
5 1 1 0
6 1 1 0
7 1 2 0
8 7 1 0
9 12 1 0
10 11 2 0
11 8 1 0
12 8 2 0
13 2 2 0
14 5 2 0
15 6 2 0
16 10 1 0
17 3 1 0
18 4 1 0
19 11 1 0
20 19 2 0
21 20 1 0
22 16 1 0
23 18 1 0
24 17 1 0
2 3 1 0
10 9 1 0
21 16 2 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 341.44Molecular Weight (Monoisotopic): 341.1198AlogP: 2.86#Rotatable Bonds: 3Polar 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: 3.45Aromatic 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 ]