6-Mercaptopurine
C₅H₄N₄S·152.180 g/mol·CID 667490
IUPAC: 3,7-dihydropurine-6-thione
Also known as: mercaptopurine, 50-44-2, Mercapurin, 6-Thiopurine, 6-Thioxopurine (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
152.180g/mol
Exact Mass
152.015667Da
Monoisotopic Mass
152.015667Da
XLogP
0.0
Polar Surface Area
85.2Ų
Complexity
190
Formal Charge
0
H-Bond Donors
2
H-Bond Acceptors
2
Rotatable Bonds
0
Heavy Atoms
10
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 152.2 g/mol
MW ≤ 500
✓ 0.0
LogP ≤ 5
✓ 2
H-bond donors ≤ 5
✓ 2
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Danger
Hazards
H301Toxic if swallowedH302Harmful if swallowedH361Suspected of damaging fertility or the unborn childH340May cause genetic defectsH360May damage fertility or the unborn childH370Causes damage to organsH372Causes damage to organs through prolonged or repeated exposureH315Causes skin irritationH319Causes serious eye irritationH335May cause respiratory irritation
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
Isomers8 compounds with formula C₅H₄N₄S
1,7-dihydropyrazolo[5,4-d]pyrimidine-4-thione
CID 135445058 · 152.2 g/mol
3,7-dihydropurine-2-thione
CID 3015569 · 152.2 g/mol
5-thiophen-2-yl-2H-tetrazole
CID 235702 · 152.2 g/mol
[1,3]thiazolo[5,4-d]pyrimidin-7-amine
CID 350611 · 152.2 g/mol
5-thiophen-3-yl-2H-tetrazole
CID 542538 · 152.2 g/mol
7,9-dihydropurine-8-thione
CID 4265275 · 152.2 g/mol
2-(1H-1,2,4-triazol-5-yl)-1,3-thiazole
CID 57116692 · 152.2 g/mol
6-amino-2-sulfanylidene-1H-pyrimidine-5-carbonitrile
CID 2822202 · 152.2 g/mol