Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL407874

6-O-BENZYLGUANINE
🧪 Phase III
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase III
Nc1nc(OCc2ccccc2)c2nc[nH]c2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL407874
Name 6-O-BENZYLGUANINE
Phase Phase III
Structure Type MOL
InChI Key KRWMERLEINMZFT-UHFFFAOYSA-N

Known Names

6-o-benzylguanine NSC-637037 O(6)-benzylguanine O6-benzylguanine
4
Targets
11
Activities
1
Assay Types
3
PK Parameters
20
Publications
4
Known Names
12
Indications

Molecular Properties

241.2
MW (Da)
1.51
ALogP
5
HBA
2
HBD
89.7
PSA (Ų)
0.73
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C12H11N5O
MW 241.25
Aromatic Rings 3
Heavy Atoms 18
NP-Likeness -0.67

Indications

Neoplasms Central Nervous System Neoplasms Colorectal Neoplasms Glioblastoma Gliosarcoma Melanoma Multiple Myeloma Sarcoma Lymphoma Lymphoma, T-Cell, Cutaneous Mycosis Fungoides Sezary Syndrome

Activity Summary

IC50 11 meas. best 7.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Methylated-DNA--protein-cysteine methyltransferase
CHEMBL2864
 IC50 7.41 6.7986 39.0 7
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
 IC50 4.62 4.62 24000.0 2
Cyclin-dependent kinase 2/cyclin A
CHEMBL2094128
 IC50 4.46 4.46 35000.0 1
Unchecked
CHEMBL612545
 IC50 4.46 4.46 35000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 15.6 mL.min-1.kg-1 Homo sapiens
CL 12.0 mL.min-1.kg-1 Homo sapiens
T1/2 48.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Methylated-DNA--protein-cysteine methyltransferase IC50 = 39.0 nM 7.41 Inhibition of AGT in human HL60 cells assessed as AGT levels using [3H]AGT after... 22932317
Methylated-DNA--protein-cysteine methyltransferase IC50 = 40.0 nM 7.4 O6-Alkylguanine-DNA Alkyltransferase-Inactivating Activity (Concentration of ina... 9857094
Methylated-DNA--protein-cysteine methyltransferase IC50 = 58.0 nM 7.24 concentration required to reduce AGT activity to 50% of control rate in intact H... 11063604
Methylated-DNA--protein-cysteine methyltransferase IC50 = 100.0 nM 7.0 O6-Alkylguanine-DNA Alkyltransferase-Inactivating Activity in Raji cells (Concen... 9857094
Methylated-DNA--protein-cysteine methyltransferase IC50 = 180.0 nM 6.75 Inhibition of AGT activity to 50% of control rate in HT-29 cell extract 11063604
Methylated-DNA--protein-cysteine methyltransferase IC50 = 620.0 nM 6.21 In vitro inhibition of MGMT using cell free extracts from HeLa S3 cells 11708909
Methylated-DNA--protein-cysteine methyltransferase IC50 = 2600.0 nM 5.58 In vitro inhibitory activity against human O6-alkylguanine-DNA alkyltransferase ... 9484500
Cyclin-dependent kinase 1/cyclin B1 IC50 = 24000.0 nM 4.62 Inhibition of starfish oocyte (Marthasteria glacialis) Cyclin-dependent kinase 1... 12139449
Cyclin-dependent kinase 1/cyclin B1 IC50 = 24000.0 nM 4.62 Inhibition of CDK1/Cyclin B 18271520
Cyclin-dependent kinase 2/cyclin A IC50 = 35000.0 nM 4.46 Inhibition of human Cyclin-dependent kinase 2-cyclin A 12139449
Unchecked IC50 = 35000.0 nM 4.46 Inhibition of CDK2/Cyclin A 18271520

Literature References

PubMed DOI Target Context # Activities
34731767 10.1016/j.ejmech.2021.113909 T98G 8
11063604 10.1021/jm000961o Methylated-DNA--protein-cysteine methyltransferase 8
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
12639548 10.1016/s0960-894x(02)01048-x Methylated-DNA--protein-cysteine methyltransferase 5
34731767 10.1016/j.ejmech.2021.113909 Methylated-DNA--protein-cysteine methyltransferase 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 3
18973327 10.1021/jm800675p Methylated-DNA--protein-cysteine methyltransferase 3
9484500 10.1021/jm970363i HeLa 3
15239666 10.1021/jm049758+ Methylated-DNA--protein-cysteine methyltransferase 2
22932317 10.1016/j.bmcl.2012.08.008 EMT6 2
22932317 10.1016/j.bmcl.2012.08.008 Methylated-DNA--protein-cysteine methyltransferase 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22031625 10.1124/dmd.111.042861 Aldehyde oxidase 2
17880193 10.1021/jm0705859 Unchecked 2
7830279 10.1021/jm00002a018 Methylated-DNA--protein-cysteine methyltransferase 2
9288172 10.1021/jm960881d M4Beu cell line 2
15239666 10.1021/jm049758+ HT-29 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
9857094 10.1021/jm9708644 Methylated-DNA--protein-cysteine methyltransferase 2
1447749 10.1021/jm00101a028 Methylated-DNA--protein-cysteine methyltransferase 2

Data from ChEMBL 36 via Core Engine