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2,4-Diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
ID: ALA596680
PubChem CID: 46231372
Max Phase: Preclinical
Molecular Formula: C13H10Cl2N4OS
Molecular Weight: 341.22
Molecule Type: Small molecule
Associated Items:
Names and Identifiers
Canonical SMILES: Cc1c(Sc2c(Cl)cccc2Cl)oc2nc(N)nc(N)c12
Standard InChI: InChI=1S/C13H10Cl2N4OS/c1-5-8-10(16)18-13(17)19-11(8)20-12(5)21-9-6(14)3-2-4-7(9)15/h2-4H,1H3,(H4,16,17,18,19)
Standard InChI Key: GYNNMKDPYDNNQS-UHFFFAOYSA-N
Molfile:
RDKit 2D
21 23 0 0 0 0 0 0 0 0999 V2000
8.6893 -12.3839 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
8.6893 -13.2126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.4031 -13.6246 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
9.4031 -11.9673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.1212 -12.3839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.1212 -13.2090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.9059 -13.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.3909 -12.7965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.9059 -12.1291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.2138 -12.7961 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
12.6180 -13.5142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.4241 -14.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.8437 -14.2345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.4376 -13.5199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.4018 -11.1433 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
7.9757 -13.6246 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
12.5991 -14.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.1982 -14.2252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.3741 -14.2163 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
13.8546 -12.8090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0
11.1606 -11.3453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8 10 1 0
5 6 2 0
10 11 1 0
11 18 2 0
17 12 2 0
1 2 1 0
12 13 1 0
1 4 2 0
13 14 2 0
14 11 1 0
2 3 2 0
4 15 1 0
3 6 1 0
2 16 1 0
17 18 1 0
6 7 1 0
7 8 1 0
8 9 2 0
18 19 1 0
9 5 1 0
14 20 1 0
5 4 1 0
9 21 1 0
M END
Associated Targets(Human)
Associated Targets(non-human)
Molecule Features
Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
Chirality: No | Availability: No | Prodrug: No |
Drug Indications
MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Calculated Properties
Molecular Weight: 341.22 | Molecular Weight (Monoisotopic): 339.9952 | AlogP: 4.15 | #Rotatable Bonds: 2 |
Polar Surface Area: 90.96 | Molecular Species: NEUTRAL | HBA: 6 | HBD: 2 |
#RO5 Violations: ┄ | HBA (Lipinski): 5 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): ┄ |
CX Acidic pKa: ┄ | CX Basic pKa: 5.07 | CX LogP: 4.19 | CX LogD: 4.19 |
Aromatic Rings: 3 | Heavy Atoms: 21 | QED Weighted: 0.73 | Np Likeness Score: -0.82 |
References
1. Gangjee A, Jain HD, Phan J, Guo X, Queener SF, Kisliuk RL.. (2010) 2,4-Diamino-5-methyl-6-substituted arylthio-furo[2,3-d]pyrimidines as novel classical and nonclassical antifolates as potential dual thymidylate synthase and dihydrofolate reductase inhibitors., 18 (2): [PMID:20056546] [10.1016/j.bmc.2009.11.029] |