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Compound Detail

CHEMBL1425

MERCAPTOPURINE ANHYDROUS
💊 Approved Drug
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💊 Approved Drug
Sc1ncnc2nc[nH]c12

Basic Information

ChEMBL ID CHEMBL1425
Name MERCAPTOPURINE ANHYDROUS
Phase Approved
Structure Type MOL
InChI Key GLVAUDGFNGKCSF-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Mercaptopurine anhydrous
30
Targets
83
Activities
4
Assay Types
9
PK Parameters
20
Publications
1
Known Names

Molecular Properties

152.2
MW (Da)
0.64
ALogP
4
HBA
2
HBD
54.5
PSA (Ų)
0.43
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1953
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula C5H4N4S
MW 152.18
Aromatic Rings 2
Heavy Atoms 10
NP-Likeness -0.70

Activity Summary

IC50 73 meas. best 8.52
EC50 5 meas. best 5.36
Ki 4 meas. best 4.8
Kd 1 meas. best 4.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
J774.A1
CHEMBL614040
IC50 8.52 8.52 3.0 3
J774
CHEMBL614123
IC50 8.52 8.52 3.0 1
HEK293
CHEMBL614818
IC50 8.15 8.15 7.0 4
WEHI-164
CHEMBL614227
IC50 7.82 7.8075 15.0 4
L1210
CHEMBL386
IC50 7.7 7.66 20.0 2
MT4
CHEMBL388
IC50 7.0 7.0 100.0 1
PBMC
CHEMBL613107
IC50 6.83 6.83 149.5 1
Unchecked
CHEMBL612545
IC50 6.59 6.031 259.1 10
CCRF-CEM
CHEMBL382
IC50 6.0 6.0 1000.0 1
CCRF-SB
CHEMBL614542
IC50 6.0 6.0 1000.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.89 5.795 1300.0 2
MCF7
CHEMBL387
IC50 5.85 5.5857 1400.0 7
DU-145
CHEMBL613508
IC50 5.7 5.7 2000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 5.61 5.285 2450.0 8
HeLa
CHEMBL399
IC50 5.54 5.48 2900.0 5
REH
CHEMBL2366320
IC50 5.53 5.53 2940.0 1
WIL2-NS
CHEMBL612810
IC50 5.52 5.52 3000.0 1
DAN-G
CHEMBL614033
IC50 5.39 5.39 4060.0 1
BJ
CHEMBL614358
EC50 5.36 5.36 4326.0 1
Unchecked
CHEMBL612545
EC50 5.27 5.03 5346.0 3
HepG2
CHEMBL395
IC50 5.1 5.1 8000.0 1
S49
CHEMBL614891
EC50 5.1 5.1 8000.0 1
SK-MEL-28
CHEMBL614919
IC50 4.82 4.82 15000.0 1
Tyrosinase
CHEMBL3318
Ki 4.8 4.8 16000.0 1
Prostaglandin G/H synthase 1
CHEMBL221
IC50 4.79 4.79 16242.0 1
A549
CHEMBL392
IC50 4.33 4.322 47000.0 5
MOLT-4
CHEMBL614177
IC50 4.3 4.3 50500.0 1
SK-MES-1
CHEMBL614923
IC50 4.24 4.24 58000.0 1
Radical scavenging activity
CHEMBL613712
IC50 4.19 4.19 65000.0 1
Vero
CHEMBL391
IC50 4.17 4.17 67500.0 3
Purine nucleoside phosphorylase
CHEMBL1169594
Kd 4.1 4.1 79432.8 1

Pharmacokinetic Data

Parameter Value Units Species
CL 15.0 mL.min-1.kg-1 Homo sapiens
CL 15.0 mL.min-1.kg-1 Homo sapiens
Cmax 131.42 nM Homo sapiens
F 20.0 % Homo sapiens
F 60.0 % Homo sapiens
Fu 0.85 - Homo sapiens
MRT 1.11 hr Homo sapiens
T1/2 1.0 hr Homo sapiens
Tmax 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
J774 IC50 = 3.0 nM 8.52 Antiproliferative activity against mouse J774 cells assessed as reduction of cel... 10757708
J774.A1 IC50 = 3.0 nM 8.52 Antiproliferative activity against mouse J774A1 cells after 72 hrs by MTT conver... 16989528
J774.A1 IC50 = 3.0 nM 8.52 Antiproliferative activity against mouse J774.A1 cells after 72 hrs by MTT conve... 18442289
J774.A1 IC50 = 3.0 nM 8.52 Antiproliferative activity against mouse J774.A1 cells after 3 days by MTT conve... 16643040
HEK293 IC50 = 7.0 nM 8.15 Antiproliferative activity against HEK293 cells assessed as reduction of cell gr... 10757708
HEK293 IC50 = 7.0 nM 8.15 Antiproliferative activity against HEK293 cells after 72 hrs by MTT conversion a... 16989528
HEK293 IC50 = 7.0 nM 8.15 Antiproliferative activity against human HEK293 cells after 72 hrs by MTT conver... 18442289
HEK293 IC50 = 7.0 nM 8.15 Antiproliferative activity against HEK293 cells after 3 days by MTT conversion a... 16643040
WEHI-164 IC50 = 15.0 nM 7.82 Antiproliferative activity against mouse WEHI164 cells after 72 hrs by MTT conve... 18442289
WEHI-164 IC50 = 15.0 nM 7.82 Antiproliferative activity against mouse WEHI164 cells after 3 days by MTT conve... 16643040
WEHI-164 IC50 = 15.0 nM 7.82 Antiproliferative activity against mouse WEHI164 cells after 72 hrs by MTT conve... 16989528
WEHI-164 IC50 = 17.0 nM 7.77 Antiproliferative activity against mouse WEHI164 cells assessed as reduction of ... 10757708
L1210 IC50 = 20.0 nM 7.7 Inhibitory concentration on parentral (sensitive) L1210 leukemia cells. 1906107
L1210 IC50 = 24.0 nM 7.62 Inhibitory concentration on multidrug-resistant L1210 leukemia cells. 1906107
MT4 IC50 = 100.0 nM 7.0 Antiproliferative activity against human MT4 cells by MTT assay 17254669
PBMC IC50 = 149.5 nM 6.83 Inhibition of T cell mitogen-induced blastogenesis in human PBMC after 4 days 18467007
Unchecked IC50 = 259.1 nM 6.59 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 259.81 nM 6.58 PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 634.55 nM 6.2 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 659.1 nM 6.18 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
18070971 10.1128/aac.00678-07 Mycobacterium avium subsp. paratuberculosis 26
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
18070971 10.1128/aac.00678-07 Mycobacterium avium 13
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
30774864 10.1039/C8MD00463C UDP-glucose 6-dehydrogenase 8
20930123 10.1124/dmd.110.033613 NON-PROTEIN TARGET 7
17149876 10.1021/jm061012j Unchecked 6
19692149 10.1016/j.ejmech.2009.07.020 NON-PROTEIN TARGET 5
7265126 10.1021/jm00136a008 Mus musculus 5
8881811 10.1136/gut.39.1.63 ADMET 4
7277393 10.1021/jm00139a017 Mus musculus 4
18467007 10.1016/j.ejmech.2008.03.027 HeLa 4
18070971 10.1128/aac.00678-07 Mycolicibacterium smegmatis 4
6854591 10.1021/jm00360a017 Mus musculus 4
7365742 10.1021/jm00177a012 Mus musculus 4
18426954 10.1124/dmd.108.020479 ADMET 4
592323 10.1021/jm00222a009 Ehrlich 4

Data from ChEMBL 36 via Core Engine