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Compound Detail

CHEMBL215205

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Nc1n[nH]c(N)c1/N=N/c1ccc(O)cc1

Basic Information

ChEMBL ID CHEMBL215205
Phase Preclinical
Structure Type MOL
InChI Key AYZRKFOEZQBUEA-OUKQBFOZSA-N
19
Targets
33
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

218.2
MW (Da)
1.70
ALogP
6
HBA
4
HBD
125.7
PSA (Ų)
0.57
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C9H10N6O
MW 218.22
Aromatic Rings 2
Heavy Atoms 16
NP-Likeness -0.35

Activity Summary

IC50 30 meas. best 6.82
Ki 3 meas. best 6.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CDK9/cyclin T1
CHEMBL2111389
IC50 6.82 6.55 150.0 4
CDK9/Cyclin T
CHEMBL5291961
IC50 6.46 6.46 350.0 1
CDK9/cyclin T1
CHEMBL2111389
Ki 6.46 6.46 350.0 1
Cyclin-dependent kinase 9
CHEMBL3116
IC50 6.46 6.46 350.0 1
Cyclin-dependent kinase 2/cyclin E
CHEMBL2094126
IC50 5.46 5.08 3500.0 2
Cyclin-dependent kinase 2/cyclin A
CHEMBL2094128
IC50 5.46 4.81 3500.0 2
Ribosomal protein S6 kinase (P70S6K)
CHEMBL2111330
IC50 5.0 5.0 10000.0 1
Cyclin-dependent kinase 2/cyclin E
CHEMBL2094126
Ki 4.88 4.88 13300.0 1
CDK2/Cyclin A2
CHEMBL3038469
IC50 4.88 4.88 13100.0 1
Cyclin-dependent kinase 4/cyclin D1
CHEMBL1907601
IC50 4.87 4.87 13500.0 2
MCF7
CHEMBL387
IC50 4.82 4.5033 15000.0 3
Cyclin-dependent kinase 2/cyclin E1
CHEMBL1907605
IC50 4.7 4.7 20000.0 2
Unchecked
CHEMBL612545
IC50 4.7 4.7 20000.0 1
HMEC-1
CHEMBL4296433
IC50 4.7 4.7 20000.0 1
RPMI-8226
CHEMBL614882
IC50 4.6 4.6 24900.0 1
Cyclin-dependent kinase 7/ cyclin H
CHEMBL2111288
IC50 4.58 4.58 26000.0 2
K562
CHEMBL385
IC50 4.48 4.345 33000.0 2
Cyclin-dependent kinase 1/cyclin B
CHEMBL2094127
IC50 4.36 4.36 44000.0 1
Cyclin-dependent kinase 1/cyclin B1
CHEMBL1907602
IC50 4.36 4.36 44000.0 1
HOS
CHEMBL614736
IC50 4.31 4.31 49000.0 1
G-361
CHEMBL614036
IC50 4.19 4.19 64000.0 1
Cyclin-dependent kinase 2/cyclin A
CHEMBL2094128
Ki 4.16 4.16 69000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CDK9/cyclin T1 IC50 = 150.0 nM 6.82 Inhibition of recombinant human CDK9/cyclin T1 using Ulight-CFFKNIVTPRTPPPSQGK-a... 29550093
CDK9/cyclin T1 IC50 = 350.0 nM 6.46 Inhibition of CDK9/Cyclin T1 in presence of 100 uM ATP 17064068
CDK9/cyclin T1 Ki = 350.0 nM 6.46 Inhibition of CDK9/Cyclin T (1 to 330 amino acid residues) (unknown origin) by d... 23252711
CDK9/Cyclin T IC50 = 350.0 nM 6.46 Inhibition of CDK9/cyclin T (unknown origin) using GST-CTD and gamma-32P-ATP as ... 35814933
CDK9/cyclin T1 IC50 = 350.0 nM 6.46 Inhibition of human full-length N-terminal GST/His6-tagged CDK9 (1 to 372 residu... 31972394
CDK9/cyclin T1 IC50 = 350.0 nM 6.46 Inhibition of CDK9/cyclin T1 (unknown origin) expressed in baculovirus infected ... 25835357
Cyclin-dependent kinase 9 IC50 = 350.0 nM 6.46 Inhibition of CDK9 by [33P]gamma-ATP incorporation assay 21777997
Cyclin-dependent kinase 2/cyclin E IC50 = 3500.0 nM 5.46 Inhibition of CDK2/Cyclin E in presence of 15 uM ATP 17064068
Cyclin-dependent kinase 2/cyclin A IC50 = 3500.0 nM 5.46 Inhibition of CDK2/cyclin A (unknown origin) using GST-CTD and gamma-32P-ATP as ... 35814933
Ribosomal protein S6 kinase (P70S6K) IC50 = 10000.0 nM 5.0 Inhibition of P70S6K 17064068
CDK2/Cyclin A2 IC50 = 13100.0 nM 4.88 Inhibition of recombinant human CDK2/cyclin A using Ulight-CFFKNIVTPRTPPPSQGK-am... 29550093
Cyclin-dependent kinase 2/cyclin E Ki = 13300.0 nM 4.88 Inhibition of CDK2/Cyclin E 17064068
Cyclin-dependent kinase 4/cyclin D1 IC50 = 13500.0 nM 4.87 Inhibition of CDK4/Cyclin D1 in presence of 100 uM ATP 17064068
Cyclin-dependent kinase 4/cyclin D1 IC50 = 13500.0 nM 4.87 Inhibition of CDK4/cyclin D1 (unknown origin) expressed in baculovirus infected ... 25835357
MCF7 IC50 = 15000.0 nM 4.82 Inhibition of RNA synthesis in human MCF7 cells assessed as decrease in [3H] Uri... 21777997
Cyclin-dependent kinase 2/cyclin E1 IC50 = 20000.0 nM 4.7 Inhibition of CDK2/cyclin E (unknown origin) expressed in baculovirus infected S... 31972394
Cyclin-dependent kinase 2/cyclin E1 IC50 = 20000.0 nM 4.7 Inhibition of CDK2/cyclin E (unknown origin) expressed in baculovirus infected S... 25835357
HMEC-1 IC50 = 20000.0 nM 4.7 Inhibition of RNA synthesis in human HMEC1 cells assessed as decrease in [3H] Ur... 21777997
Unchecked IC50 = 20000.0 nM 4.7 Inhibition of TNF-alpha-induced Nuclear factor-kappa-B-mediated ICAM-1 expressio... 21777997
Cyclin-dependent kinase 2/cyclin E IC50 = 20000.0 nM 4.7 Inhibition of CDK2/Cyclin E in presence of 100 uM ATP 17064068

Literature References

PubMed DOI Target Context # Activities
17064068 10.1021/jm0605740 HT-29 21
17064068 10.1021/jm0605740 MCF7 7
21777997 10.1016/j.ejmech.2011.06.035 NON-PROTEIN TARGET 6
17064068 10.1021/jm0605740 Cyclin-dependent kinase 2/cyclin E 4
21777997 10.1016/j.ejmech.2011.06.035 Unchecked 4
21777997 10.1016/j.ejmech.2011.06.035 HUVEC 4
21777997 10.1016/j.ejmech.2011.06.035 MCF7 3
21777997 10.1016/j.ejmech.2011.06.035 Cyclin-dependent kinase 9 3
17064068 10.1021/jm0605740 K562 2
17064068 10.1021/jm0605740 HOS 2
21777997 10.1016/j.ejmech.2011.06.035 MDA-MB-231 2
17064068 10.1021/jm0605740 Ribosomal protein S6 kinase (P70S6K) 2
21777997 10.1016/j.ejmech.2011.06.035 Cyclin-dependent kinase 7 2
23252711 10.1021/jm301495v Cyclin-dependent kinase 2/cyclin A 2
17064068 10.1021/jm0605740 CDK9/cyclin T1 2
21777997 10.1016/j.ejmech.2011.06.035 ADMET 2
21777997 10.1016/j.ejmech.2011.06.035 DU-145 2
23252711 10.1021/jm301495v CDK9/cyclin T1 2
17064068 10.1021/jm0605740 G-361 2
35814933 10.1039/d2md00040g Cyclin-dependent kinase 2/cyclin A 1

Data from ChEMBL 36 via Core Engine