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Compound Detail

CHEMBL154745

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Nc1nccc2c1ncn2[C@@H]1C=C(CO)[C@@H](O)[C@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL154745
Phase Preclinical
Structure Type MOL
InChI Key OMKHWTRUYNAGFG-IEBDPFPHSA-N
12
Targets
17
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

262.3
MW (Da)
-0.79
ALogP
7
HBA
4
HBD
117.4
PSA (Ų)
0.53
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H14N4O3
MW 262.27
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness 1.02

Activity Summary

IC50 16 meas. best 8.5
Ki 1 meas. best 11.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosylhomocysteinase
CHEMBL2664
 Ki 11.0 11.0 0.0 1
AdoHcyase_NAD domain-containing protein
CHEMBL4295548
 IC50 8.5 8.5 3.2 1
Unchecked
CHEMBL612545
 IC50 8.03 8.03 9.3 1
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 IC50 7.1 7.1 80.0 1
NCI-H1975
CHEMBL614348
 IC50 7.1 7.1 80.0 1
PC-3
CHEMBL390
 IC50 6.72 5.875 190.0 2
NCI-H1299
CHEMBL612255
 IC50 6.68 6.68 210.0 1
A549
CHEMBL392
 IC50 6.62 6.235 240.0 2
HCT-116
CHEMBL394
 IC50 6.58 6.58 260.0 1
MDA-MB-231
CHEMBL400
 IC50 6.52 6.52 300.0 1
Adenosylhomocysteinase
CHEMBL2664
 IC50 6.36 6.36 440.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.14 6.09 720.0 2
SARS-CoV-2
CHEMBL4303835
 IC50 5.68 5.68 2070.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosylhomocysteinase Ki = 0.01 nM 11.0 Inhibition of SAH hydrolase (unknown origin) assessed as inhibition constant 35531606
AdoHcyase_NAD domain-containing protein IC50 = 3.19 nM 8.5 S-Adenosylhomocysteine Hydrolase (SAHase) Inhibition: As a consequence of "D"-Is... -
Unchecked IC50 = 9.3 nM 8.03 Inhibition of rabbit erythrocyte SAHase using S-adenosyl-L-homocysteine as subst... 25456389
NCI-H1975 IC50 = 80.0 nM 7.1 Antiproliferative activity against human NCI-H1975 cells 35531606
Histone-lysine N-methyltransferase EZH2 IC50 = 80.0 nM 7.1 Inhibition of EZH2 (unknown origin) 35531606
PC-3 IC50 = 190.0 nM 6.72 Antiproliferative activity against human PC-3 cells 35531606
NCI-H1299 IC50 = 210.0 nM 6.68 Antiproliferative activity against human NCI-H1299 cells 35531606
A549 IC50 = 240.0 nM 6.62 Antiproliferative activity against human A549 cells 35531606
HCT-116 IC50 = 260.0 nM 6.58 Cytotoxicity against human HCT116 cells assessed as inhibition of cell prolifera... 26010585
MDA-MB-231 IC50 = 300.0 nM 6.52 Cytotoxicity against human MDA-MB-231 cells assessed as inhibition of cell proli... 26010585
Adenosylhomocysteinase IC50 = 440.0 nM 6.36 Inhibition of recombinant human placental AdoHcy hydrolase expressed in Escheric... 26010585
NON-PROTEIN TARGET IC50 = 720.0 nM 6.14 Cytotoxicity against human SKHEP1 cells assessed as inhibition of cell prolifera... 26010585
NON-PROTEIN TARGET IC50 = 910.0 nM 6.04 Cytotoxicity against human SNU638 cells assessed as inhibition of cell prolifera... 26010585
A549 IC50 = 1400.0 nM 5.85 Cytotoxicity against human A549 cells assessed as inhibition of cell proliferati... 26010585
SARS-CoV-2 IC50 = 2070.0 nM 5.68 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
SARS-CoV-2 IC50 = 2070.0 nM 5.68 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
PC-3 IC50 = 9390.0 nM 5.03 Cytotoxicity against human PC3 cells assessed as inhibition of cell proliferatio... 26010585

Literature References

PubMed DOI Target Context # Activities
25203626 10.1097/cad.0000000000000166 MDA-MB-231 8
- 10.1039/C6MD00170J MCF7 8
25203626 10.1097/cad.0000000000000166 HepG2 6
27226494 10.1093/nar/gkw463 Histone-lysine N-methyltransferase EZH2 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.1039/C6MD00170J NON-PROTEIN TARGET 4
- 10.1016/S0960-894X(01)80163-3 Vero 3
25203626 10.1097/cad.0000000000000166 Histone-lysine N-methyltransferase EZH2 3
- 10.1039/C6MD00170J Histone-lysine N-methyltransferase EHMT2 2
27226494 10.1093/nar/gkw463 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 ADMET 2
- 10.6019/CHEMBL4495565 Vero C1008 2
26010585 10.1021/acs.jmedchem.5b00553 NON-PROTEIN TARGET 2
25203626 10.1097/cad.0000000000000166 A549 2
30809307 10.7150/thno.29520 MCF7 1
- 10.1039/C6MD00170J Unchecked 1
26010585 10.1021/acs.jmedchem.5b00553 PC-3 1
26010585 10.1021/acs.jmedchem.5b00553 HCT-116 1
26010585 10.1021/acs.jmedchem.5b00553 A549 1

Data from ChEMBL 36 via Core Engine