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Compound Detail

CHEMBL4168754

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Nc1ncnc2c1ccn2[C@@H]1O[C@H]([C@H](O)c2ccccc2)[C@@H](O)[C@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4168754
Phase Preclinical
Structure Type MOL
InChI Key WWOOWAHTEXIWBO-QFRSUPTLSA-N
22
Targets
64
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

342.4
MW (Da)
0.37
ALogP
8
HBA
4
HBD
126.7
PSA (Ų)
0.54
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C17H18N4O4
MW 342.36
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness 0.79

Activity Summary

IC50 52 meas. best 8.52
EC50 10 meas. best 9.18
Kd 2 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 9.18 8.1386 0.7 7
Unchecked
CHEMBL612545
 IC50 8.52 7.5267 3.0 18
Protein arginine N-methyltransferase 5
CHEMBL1795116
 IC50 8.52 7.88 3.0 5
HEL 92.1.7
CHEMBL4296425
 IC50 8.52 8.52 3.0 1
Protein arginine N-methyltransferase 5
CHEMBL1795116
 Kd 8.22 8.22 6.0 1
KMS-12-BM
CHEMBL4296455
 IC50 8.22 8.22 6.0 1
PRMT5/MEP50 complex
CHEMBL3137261
 Kd 8.22 8.22 6.0 1
RPMI-8226
CHEMBL614882
 IC50 8.05 8.05 9.0 1
PRMT5/MEP50 complex
CHEMBL3137261
 IC50 8.02 7.84 9.5 2
ARH-77
CHEMBL2366241
 IC50 8.0 8.0 10.0 1
NCI-H2171
CHEMBL2366213
 IC50 8.0 8.0 10.0 1
COLO-829
CHEMBL2366275
 IC50 7.89 7.89 13.0 1
A2058
CHEMBL613503
 IC50 7.89 7.89 13.0 1
GAK
CHEMBL2366301
 IC50 7.8 7.8 16.0 1
MV4-11
CHEMBL613835
 IC50 7.8 7.8 16.0 1
Daudi
CHEMBL614281
 IC50 7.77 7.77 17.0 1
NUGC-3
CHEMBL614208
 IC50 7.77 7.77 17.0 1
G411
CHEMBL6066763
 EC50 7.72 7.72 19.0 1
Rec1
CHEMBL4483266
 IC50 7.66 7.66 22.0 1
NCI-H2122
CHEMBL1075533
 IC50 7.57 7.57 27.0 1
HCC1937
CHEMBL1075458
 IC50 7.52 7.52 30.0 1
A-375
CHEMBL613859
 IC50 7.5 7.4767 31.5 3
OVCAR-3
CHEMBL614213
 IC50 7.5 7.5 32.0 1
Protein arginine N-methyltransferase 5
CHEMBL1795116
 EC50 7.4 7.4 40.0 1
IM-9
CHEMBL614584
 IC50 7.34 7.34 46.0 1
KARPAS-422
CHEMBL2366368
 IC50 7.07 7.07 85.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 0.66 nM 9.18 Antiproliferative activity against human HF6562 cells incubated for 9 to 12 days... 33579912
Unchecked EC50 = 3.0 nM 8.52 Antiproliferative activity against human HF7450 cells incubated for 9 to 12 days... 33579912
Protein arginine N-methyltransferase 5 IC50 = 3.0 nM 8.52 Affinity Phenotypic Cellular interaction (Cell titer Glo assay (proliferation af... -
HEL 92.1.7 IC50 = 3.0 nM 8.52 Antiproliferative activity against human HEL 92.1.7 cells after 7 days by cell-t... 30034588
Unchecked IC50 = 3.0 nM 8.52 Antiproliferative activity against human T-42D cells after 7 days by cell-titer ... 30034588
PRMT5/MEP50 complex Kd = 6.0 nM 8.22 Inhibition of PRMT5/MEP50 complex (unknown origin) expressed in Sf9 insect cells... 30034588
KMS-12-BM IC50 = 6.0 nM 8.22 Antiproliferative activity against human KMS-12-BM cells after 7 days by cell-ti... 30034588
Protein arginine N-methyltransferase 5 Kd = 6.0 nM 8.22 Selectivity interaction (SPR measurement) EUB0000226b PRMT5 -
Unchecked EC50 = 9.0 nM 8.05 Antiproliferative activity against human HF5205 cells incubated for 9 to 12 days... 33579912
RPMI-8226 IC50 = 9.0 nM 8.05 Antiproliferative activity against human RPMI8226 cells after 7 days by cell-tit... 30034588
PRMT5/MEP50 complex IC50 = 9.5 nM 8.02 Inhibition of recombinant human N-terminal FLAG-tagged PRMT5 (1 to 637 residue) ... 30956011
Protein arginine N-methyltransferase 5 IC50 = 9.51 nM 8.02 Inhibition of PRMT5 (unknown origin) 36274274
Unchecked IC50 = 10.0 nM 8.0 Antiproliferative activity against human BT147 cells incubated for 9 to 12 days ... 33579912
ARH-77 IC50 = 10.0 nM 8.0 Antiproliferative activity against human ARH77 cells after 7 days by cell-titer ... 30034588
Unchecked EC50 = 10.0 nM 8.0 Antiproliferative activity against human G626 cells incubated for 9 to 12 days b... 33579912
NCI-H2171 IC50 = 10.0 nM 8.0 Antiproliferative activity against human NCI-H2171 cells after 7 days by cell-ti... 30034588
Unchecked IC50 = 10.0 nM 8.0 Antiproliferative activity against human G851 cells incubated for 9 to 12 days b... 33579912
Unchecked IC50 = 10.0 nM 8.0 Antiproliferative activity against human G523 cells incubated for 9 to 12 days b... 33579912
Unchecked EC50 = 10.0 nM 8.0 Antiproliferative activity against human G561 cells incubated for 9 to 12 days b... 33579912
A2058 IC50 = 13.0 nM 7.89 Antiproliferative activity against human A2058 cells after 7 days by cell-titer ... 30034588

Literature References

PubMed DOI Target Context # Activities
33579912 10.1038/s41467-021-21204-5 Unchecked 40
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL4689842 U2OS 10
33579912 10.1038/s41467-021-21204-5 Protein arginine N-methyltransferase 5 7
33579912 10.1038/s41467-021-21204-5 G411 7
- 10.6019/CHEMBL4689842 Fibroblast 7
- 10.6019/CHEMBL4689842 HEK-293T 7
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
33579912 10.1038/s41467-021-21204-5 ADMET 5
30034588 10.1021/acsmedchemlett.8b00014 PRMT5/MEP50 complex 5
30034588 10.1021/acsmedchemlett.8b00014 Unchecked 4
30034588 10.1021/acsmedchemlett.8b00014 Protein arginine N-methyltransferase 5 3
30034588 10.1021/acsmedchemlett.8b00014 A-375 3
30034588 10.1021/acsmedchemlett.8b00014 HCC1937 2
30034588 10.1021/acsmedchemlett.8b00014 Daudi 2
30034588 10.1021/acsmedchemlett.8b00014 KARPAS-422 2
30034588 10.1021/acsmedchemlett.8b00014 HEL 92.1.7 2
30034588 10.1021/acsmedchemlett.8b00014 ARH-77 2

Data from ChEMBL 36 via Core Engine