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Compound Detail

CHEMBL108358

TIAZOFURIN
🧪 Phase II
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🧪 Phase II
NC(=O)c1csc([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL108358
Name TIAZOFURIN
Phase Phase II
Structure Type MOL
InChI Key FVRDYQYEVDDKCR-DBRKOABJSA-N

Known Names

CI-909 NSC-286193 Riboxamide Tiazofurin Tiazofurina Tiazofurine
22
Targets
76
Activities
2
Assay Types
7
PK Parameters
20
Publications
6
Known Names
1
Indications

Molecular Properties

260.3
MW (Da)
-1.60
ALogP
7
HBA
4
HBD
125.9
PSA (Ų)
0.52
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Year 1982

Extended Properties

Molecular Formula C9H12N2O5S
MW 260.27
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 0.86

Indications

Neoplasms

ATC Classification

L01XX18
tiazofurine
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

IC50 75 meas. best 7.4
Ki 1 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Jurkat
CHEMBL397
 IC50 7.4 7.068 40.0 5
Homo sapiens
CHEMBL372
 IC50 7.03 6.3367 94.0 3
Unchecked
CHEMBL612545
 Ki 7.0 7.0 100.0 1
HL-60
CHEMBL383
 IC50 6.72 5.6388 190.0 8
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.72 6.72 190.0 1
HT-29
CHEMBL384
 IC50 6.58 5.9738 260.0 8
MCF7
CHEMBL387
 IC50 6.58 5.538 260.0 5
MDA-MB-231
CHEMBL400
 IC50 6.58 6.58 260.0 1
MRC5
CHEMBL614181
 IC50 6.44 6.2629 360.0 7
Lewis lung carcinoma cell line
CHEMBL614088
 IC50 5.82 5.82 1500.0 1
K562
CHEMBL385
 IC50 5.72 5.5083 1890.0 12
P388
CHEMBL389
 IC50 5.66 5.22 2200.0 2
L1210
CHEMBL386
 IC50 5.54 5.2933 2900.0 3
HeLa
CHEMBL399
 IC50 5.42 5.15 3820.0 6
Raji
CHEMBL614628
 IC50 5.28 5.144 5280.0 5
MOLT-4
CHEMBL614177
 IC50 5.28 5.28 5200.0 1
WIL2-NS
CHEMBL612810
 IC50 5.24 5.24 5700.0 1
CHO-K1
CHEMBL614031
 IC50 5.19 5.19 6400.0 1
CCRF-SB
CHEMBL614542
 IC50 5.12 5.12 7500.0 1
CCRF-CEM
CHEMBL382
 IC50 5.0 5.0 10000.0 1
B16
CHEMBL381
 IC50 4.79 4.79 16200.0 2
5637
CHEMBL612565
 IC50 4.62 4.62 24000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1.4 mL.min-1.kg-1 Homo sapiens
CL 2.4 mL.min-1.kg-1 Homo sapiens
CL 2.8 mL.min-1.kg-1 Canis lupus familiaris
CL 3.5 mL.min-1.kg-1 Macaca
CL 6.9 mL.min-1.kg-1 Rattus norvegicus
MRT 7.6 hr Homo sapiens
T1/2 5.9 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Jurkat IC50 = 40.0 nM 7.4 Antiproliferative activity against human Jurkat cells after 72 hrs by MTT assay 26859071
Jurkat IC50 = 40.0 nM 7.4 Antiproliferative activity against human Jurkat cells assessed as reduction in c... 31557614
Jurkat IC50 = 40.0 nM 7.4 Cytotoxicity against human Jurkat cells after 72 hrs by MTT assay 23010263
Homo sapiens IC50 = 94.0 nM 7.03 Compound was evaluated for inhibitory concentration potent against IMPDH type-I 8691436
Unchecked Ki = 100.0 nM 7.0 Inhibition of IMP dehydrogenase 18583139
Homo sapiens IC50 = 101.0 nM 7.0 Compound was evaluated for inhibitory concentration potent against IMPDH type-II 8691436
Jurkat IC50 = 140.0 nM 6.85 Cytotoxicity against Jurkat cells after 24 hrs by MTT assay 16908146
NON-PROTEIN TARGET IC50 = 190.0 nM 6.72 Antiproliferative activity against human HL60 cells after 72 hrs by MTT assay 26859071
HL-60 IC50 = 190.0 nM 6.72 Antiproliferative activity against human HL60 cells assessed as reduction in cel... 31557614
HL-60 IC50 = 190.0 nM 6.72 Cytotoxicity against human HL60 cells after 72 hrs by MTT assay 23010263
MDA-MB-231 IC50 = 260.0 nM 6.58 Cytotoxicity against human MDA-MB-231 cells 23010263
HT-29 IC50 = 260.0 nM 6.58 Antiproliferative activity against human HT-29 cells assessed as reduction in ce... 31557614
HT-29 IC50 = 260.0 nM 6.58 Cytotoxicity against human HT-29 cells 23010263
MCF7 IC50 = 260.0 nM 6.58 Cytotoxicity against human MCF7 cells 23010263
HT-29 IC50 = 260.0 nM 6.58 Antiproliferative activity against human HT-29 cells after 72 hrs by MTT assay 26859071
MRC5 IC50 = 360.0 nM 6.44 Cytotoxicity against human MRC5 cells after 72 hrs by MTT assay 26859071
MRC5 IC50 = 360.0 nM 6.44 Cytotoxicity against human MRC5 cells assessed as reduction in cell viability in... 31557614
MRC5 IC50 = 360.0 nM 6.44 Cytotoxicity against human MRC5 cells after 72 hrs by MTT assay 23010263
MRC5 IC50 = 490.0 nM 6.31 Cytotoxicity against human MRC5 cell line after 48 hrs by MTT assay 17543526
Jurkat IC50 = 510.0 nM 6.29 Cytotoxicity against human Jurkat T cells after 48 hrs by MTT assay 17543526

Literature References

PubMed DOI Target Context # Activities
7057413 10.1021/jm00344a002 Mus musculus 72
7562914 10.1021/jm00019a013 K562 31
26859071 10.1016/j.ejmech.2016.01.037 K562 29
31557614 10.1016/j.ejmech.2019.111712 K562 21
6699872 10.1021/jm00369a006 Mus musculus 19
2875185 10.1021/jm00159a027 P388 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
15920768 10.1002/jps.20373 ADMET 8
9111303 10.1021/jm960641y K562 6
9171883 10.1021/jm960864o K562 5
7562914 10.1021/jm00019a013 Mus musculus 4
189032 10.1021/jm00212a014 Human respirovirus 1 4
18426954 10.1124/dmd.108.020479 ADMET 4
7562914 10.1021/jm00019a013 HL-60 3
9258359 10.1021/jm970247f K562 3
20014752 10.1021/tx900326k Hepatotoxicity 3
11806722 10.1021/jm0104116 K562 3
9171883 10.1021/jm960864o Inosine-5'-monophosphate dehydrogenase (IMPDH) 2
23010263 10.1016/j.bmcl.2012.08.093 K562 2

Data from ChEMBL 36 via Core Engine