Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.000569 4
Target name Tax id
Malate dehydrogenase cytoplasmic 9606.0
Inosine-5'-monophosphate dehydrogenase 1 9606.0
L-lactate dehydrogenase B chain 9606.0
Alcohol dehydrogenase 9606.0
Inosine-5'-monophosphate dehydrogenase (IMPDH) 9606.0
Inosine-5'-monophosphate dehydrogenase 2 9606.0
Glutamate dehydrogenase 9606.0
669.459
Chemical Representations
InChI InChI=1S/C19H25N7O14P2S/c20-15-9-17(23-4-22-15)26(5-24-9)19-13(30)11(28)8(39-19)2-37-42(34,35)40-41(32,33)36-1-7-10(27)12(29)14(38-7)18-25-6(3-43-18)16(21)31/h3-5,7-8,10-14,19,27-30H,1-2H2,(H2,21,31)(H,32,33)(H,34,35)(H2,20,22,23)/t7-,8+,10-,11+,12-,13+,14-,19+/m0/s1
InChI Key INQLNSVYIFCUML-YYKMIFDDSA-N
SMILES NC(=O)c1csc([C@H]2O[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@H](O)[C@@H]2O)n1
Molecular Formula C19H25N7O14P2S
Functional Fragments
Base Ribose Phosphate
Base Structure
Match
No Image Available
Match
Calculated Properties
logP -2.304 Computed by RDKit
Heavy Atom Count 43 Computed by RDKit
Ring Count 5 Computed by RDKit
Hydrogen Bond Acceptor Count 19 Computed by RDKit
Hydrogen Bond Donor Count 8 Computed by RDKit
Rotatable Bond Count 11 Computed by RDKit
Topological Polar Surface Area 327.270 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
K562 Effect = 35.0 % Compound effect on differentiation of K562 cells, % of benzidine positive cells at 14 uM CHEMBL1135710
K562 Effect = 2.5 % Compound effect on differentiation of K562 cells, % of benzidine positive cells at 1.0 uM CHEMBL1135710
K562 IC50 = 3700.0 nM Tested for inhibition of growth in human erythroleukemia K-562 cells. CHEMBL1130411
K562 Control = 80.0 % Inhibition of growth in human erythroleukemia K-562 cells (% of untreated control) CHEMBL1130411
K562 Benzidine positive cells = 50.0 % Differentiation of K-562 cells at 7.5 uM with out coadministration of guanosine CHEMBL1130411
K562 Benzidine positive cells = 15.0 % Differentiation of K-562 cells at 7.5 uM with coadministration of guanosine CHEMBL1130411
K562 Benzidine positive cells = 70.0 % Differentiation of K-562 cells at 15 uM with out coadministration of guanosine CHEMBL1130411
K562 Benzidine positive cells = 30.0 % Differentiation of K-562 cells at 15 uM with coadministration of guanosine CHEMBL1130411
Unchecked Ki = 300.0 nM Inhibition of partially purified preparation of Inosine-5'-monophosphate dehydrogenase from P388 leukemic cells with enzymatically synthesized dinucleotide CHEMBL1122493
Unchecked Ki = 120.0 nM Inhibition of partially purified preparation of Inosine-5'-monophosphate dehydrogenase from P388 leukemic cells with chemically synthesized dinucleotide CHEMBL1122493
P388 IC50 = 2100.0 nM Cytotoxicity against P388 cells with enzymatically synthesized dinucleotide CHEMBL1122493
P388 IC50 = 3100.0 nM Cytotoxicity against P388 cells with chemically synthesized dinucleotide CHEMBL1122493
Mus musculus Survival days = 12.6 In vivo antitumor activity against mice bearing P388 cells CHEMBL1122493
Unchecked T/C = 135.0 % Tested for in vivo antitumor activity in mice expressed as percentage of treated/control CHEMBL1122493
P388 ID50 = 2.1 uM The cytotoxic concentration against P388 leukemia cell CHEMBL1123434
Inosine-5'-monophosphate dehydrogenase 2 Ki = 240.0 nM Compound was tested for inhibitory activity against Inosine-5'-monophosphate dehydrogenase, the type of inhibition in not competitive CHEMBL1123434
Unchecked TAD = 100.0 % Compound was tested for its degradation by TAD-phosphodiesterase CHEMBL1123434
Unchecked TAD = 100.0 % Compound was tested for its degradation by venom phosphodiesterase CHEMBL1123434
Unchecked Activity Compound tested for the inhibition of IMP-dehydrogenase causing a profound depletion of GMP anf accumulation of IMP; Active CHEMBL1123746
Glutamate dehydrogenase Ki = 4500.0 nM In vitro inhibitory activity against bovine liver glutamate dehydrogenase (GDH) CHEMBL1124735
Alcohol dehydrogenase Ki = 26500.0 nM In vitro inhibitory activity against horse liver Alcohol dehydrogenase (ADH) CHEMBL1124735
L-lactate dehydrogenase B chain Ki = 25200.0 nM In vitro inhibitory activity against pig heart lactate dehydrogenase (LDH) CHEMBL1124735
Malate dehydrogenase cytoplasmic Ki = 36300.0 nM In vitro inhibitory activity against pig heart cytoplasmic malate dehydrogenase (MDH) CHEMBL1124735
Alcohol dehydrogenase Kd = 27000.0 nM Dissociation constant from Alcohol dehydrogenase CHEMBL1124735
P388 ID50 = 7.5 uM Cytotoxicity against P388 cells in culture CHEMBL1122938
Unchecked Ki = 130.0 nM Uncompetitive Inhibitory activity against Inosine-5'-monophosphate dehydrogenase using IMP as viable substrate CHEMBL1122938
Unchecked Ki = 240.0 nM Noncompetitive inhibitory activity against Inosine-5'-monophosphate dehydrogenase using NAD as viable substrate CHEMBL1122938
Inosine-5'-monophosphate dehydrogenase 2 Kii = 0.19 uM Inhibitory binding constant was determined against human Inosine-5'-monophosphate dehydrogenase 2 (IMPDH type II) from intercept of Michaelis-Menten plot CHEMBL1128279
Inosine-5'-monophosphate dehydrogenase 2 Kis = 0.3 uM Inhibitory binding constant was determined against human Inosine-5'-monophosphate dehydrogenase 2 (IMPDH type II) from slope of Michaelis-Menten plot CHEMBL1128279
Inosine-5'-monophosphate dehydrogenase 1 Ki = 710.0 nM The compound was tested for the inhibition towards IMP(Inosine 5'-monophosphate) substrate of Inosine-5'-monophosphate dehydrogenase 1 CHEMBL1131220
Inosine-5'-monophosphate dehydrogenase 1 Ki = 470.0 nM The compound was tested for the inhibition towards NMD (Nicotinamide adenine dinucleotide) substrate of Inosine-5'-monophosphate dehydrogenase 1 CHEMBL1131220
Inosine-5'-monophosphate dehydrogenase 2 Ki = 430.0 nM The compound was tested for the inhibition towards IMP(Inosine 5'-monophosphate) substrate of Inosine-5'-monophosphate dehydrogenase 2 CHEMBL1131220
Inosine-5'-monophosphate dehydrogenase 2 Ki = 440.0 nM The compound was tested for the inhibition towards NMD (Nicotinamide adenine dinucleotide) substrate of Inosine-5'-monophosphate dehydrogenase 2 CHEMBL1131220
Unchecked Ki = 120.0 nM Inhibition of inosine monophosphate dehydrogenase (IMPDH) enzyme by Non-competitive inhibition CHEMBL1126721
Inosine-5'-monophosphate dehydrogenase 2 IC50 = 90.0 nM The compound was assayed to determine the inhibitory activity against human Inosine-5'-monophosphate dehydrogenase 2 CHEMBL1130108
K562 IC50 = 3700.0 nM Antiproliferative activity against K562 erythroid leukemic cells was determined. CHEMBL1130108
K562 Concentration = 15.0 uM The concentration used to induce differentiation in K562 cells CHEMBL1130108
K562 Positive cells = 70.0 % The ability to induce differentiation in K562 cells was estimated by determining the fraction of benzidine positive cells converted following incubation with the compound. CHEMBL1130108
Unchecked Concentration = 7.7 % Percentage of benzidine positive cells is divided by the concentration used. CHEMBL1130108
Inosine-5'-monophosphate dehydrogenase (IMPDH) Km = 110.0 nM Inhibition of human IMPDH CHEMBL1145329
Inosine-5'-monophosphate dehydrogenase 1 Ki = 110.0 nM Inhibition of human IMPDH1 by Spectrophotometry CHEMBL1681750
Inosine-5'-monophosphate dehydrogenase 2 Ki = 110.0 nM Inhibition of human IMPDH2 by Spectrophotometer CHEMBL1681750
K562 IC50 = 3700.0 nM Antiproliferative activity against human K562 cells assessed as release of tiazofurin after 72 hrs CHEMBL1681750