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Compound Detail

CHEMBL4081890

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NS(=O)(=O)c1ccc(Cc2c(-c3cccc(-c4ccccc4)c3)nn(-c3nc(C(=O)O)cs3)c2CC2CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4081890
Phase Preclinical
Structure Type MOL
InChI Key ALJORCZKMBZYCR-UHFFFAOYSA-N
8
Targets
22
Activities
3
Assay Types
14
PK Parameters
20
Publications
0
Known Names

Molecular Properties

570.7
MW (Da)
5.55
ALogP
7
HBA
2
HBD
128.2
PSA (Ų)
0.24
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H26N4O4S2
MW 570.70
Aromatic Rings 5
Heavy Atoms 40
NP-Likeness -1.10

Activity Summary

IC50 19 meas. best 10.0
Kd 2 meas. best 9.96
EC50 1 meas. best 6.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
L-lactate dehydrogenase A chain
CHEMBL4879426
 IC50 10.0 10.0 0.1 1
L-lactate dehydrogenase A chain
CHEMBL4835
 Kd 9.96 9.96 0.1 2
L-lactate dehydrogenase A chain
CHEMBL4835
 IC50 7.62 7.1117 24.0 6
L-lactate dehydrogenase B chain
CHEMBL4940
 IC50 7.57 7.57 27.0 1
L-lactate dehydrogenase A chain
CHEMBL4835
 EC50 6.77 6.77 170.0 1
Unchecked
CHEMBL612545
 IC50 6.74 5.58 181.0 2
L-lactate dehydrogenase
CHEMBL4105929
 IC50 6.29 6.18 517.0 2
MIA PaCa-2
CHEMBL614725
 IC50 5.92 5.4633 1210.0 3
A673
CHEMBL614517
 IC50 5.65 5.6 2230.0 3
Isocitrate dehydrogenase [NADP] cytoplasmic
CHEMBL2007625
 IC50 4.53 4.53 29800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 108.43 ng.hr.mL-1 Mus musculus
AUC 1426.75 ng.hr.mL-1 Mus musculus
CL 4900.0 mL.min-1.kg-1 Mus musculus
Cmax 1780.0 nM Mus musculus
F 50.0 % Mus musculus
T1/2 7.4 hr Mus musculus
T1/2 3.433 hr Homo sapiens
T1/2 3.983 hr Mus musculus
T1/2 0.5 hr Rattus norvegicus
T1/2 2.98 hr Mus musculus
T1/2 3.75 hr Mus musculus
T1/2 2.0 hr Mus musculus
T1/2 0.85 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
L-lactate dehydrogenase A chain IC50 = 0.1 nM 10.0 Inhibition of recombinant mouse LDHA expressed in BL21 gold (DE3) using sodium p... 34267881
L-lactate dehydrogenase A chain Kd = 0.11 nM 9.96 Binding affinity to human His-tagged LDHA by SPR analysis 32902275
L-lactate dehydrogenase A chain Kd = 0.11 nM 9.96 Binding affinity to human His-tagged LDHA in presence of NADH by SPR assay 29120638
L-lactate dehydrogenase A chain IC50 = 24.0 nM 7.62 Inhibition of recombinant human LDHA using sodium pyruvate as substrate preincub... 32902275
L-lactate dehydrogenase B chain IC50 = 27.0 nM 7.57 Inhibition of human erythrocytes LDHB using sodium pyruvate as substrate after 5... 29120638
L-lactate dehydrogenase A chain IC50 = 32.0 nM 7.5 Inhibition of human liver LDHA using sodium pyruvate as substrate after 5 mins i... 29120638
L-lactate dehydrogenase A chain IC50 = 32.0 nM 7.5 Inhibition of human liver LDHA using sodium pyruvate as substrate after 5 mins i... 29120638
L-lactate dehydrogenase A chain IC50 = 32.0 nM 7.5 Inhibition of recombinant human LDHA expressed in BL21 gold (DE3) using sodium p... 34267881
L-lactate dehydrogenase A chain EC50 = 170.0 nM 6.77 Stabilization of LDHA in human A673 cell lysate preincubated for 20 mins followe... 29120638
Unchecked IC50 = 181.0 nM 6.74 Inhibition of GOX/LDHA in Ag xt knockdown PH1 mouse primary hepatocyte assessed ... 34267881
L-lactate dehydrogenase A chain IC50 = 450.0 nM 6.35 Inhibition of LDHA in human A673 cells assessed as decrease in lactate productio... 32902275
L-lactate dehydrogenase IC50 = 517.0 nM 6.29 Inhibition of LDH in human A673 cells assessed as reduction in lactate productio... 29120638
L-lactate dehydrogenase A chain IC50 = 636.0 nM 6.2 Inhibition of LDHA in human MIA PaCa-2 cells assessed as decrease in lactate pro... 32902275
L-lactate dehydrogenase IC50 = 854.0 nM 6.07 Inhibition of LDH in human MIAPaCa2 cells assessed as reduction in lactate produ... 29120638
MIA PaCa-2 IC50 = 1210.0 nM 5.92 Cytotoxicity against human MIAPaCa2 cells assessed as long term cell growth inhi... 29120638
A673 IC50 = 2230.0 nM 5.65 Cytotoxicity against human A673 cells assessed as long term cell growth inhibiti... 29120638
A673 IC50 = 2454.0 nM 5.61 Cytotoxicity against human A673 cells assessed as reduction in cell viability af... 32902275
A673 IC50 = 2900.0 nM 5.54 Cytotoxicity against human A673 cells after 48 hrs by CellTiter-Glo assay 29120638
MIA PaCa-2 IC50 = 3960.0 nM 5.4 Cytotoxicity against human MIAPaCa2 cells after 48 hrs by CellTiter-Glo assay 29120638
MIA PaCa-2 IC50 = 8448.0 nM 5.07 Cytotoxicity against human MIA PaCa-2 cells assessed as reduction in cell viabil... 32902275

Literature References

PubMed DOI Target Context # Activities
29120638 10.1021/acs.jmedchem.7b00941 Mus musculus 9
29120638 10.1021/acs.jmedchem.7b00941 L-lactate dehydrogenase A chain 7
32902275 10.1021/acs.jmedchem.0c00916 L-lactate dehydrogenase A chain 6
29120638 10.1021/acs.jmedchem.7b00941 L-lactate dehydrogenase 5
29120638 10.1021/acs.jmedchem.7b00941 Liver 5
36538511 10.1021/acs.jmedchem.2c01505 von Hippel-Lindau disease tumor suppressor/L-lactate dehydrogenase A chain 3
29120638 10.1021/acs.jmedchem.7b00941 MIA PaCa-2 3
29120638 10.1021/acs.jmedchem.7b00941 ADMET 3
29120638 10.1021/acs.jmedchem.7b00941 A673 2
29120638 10.1021/acs.jmedchem.7b00941 No relevant target 2
29120638 10.1021/acs.jmedchem.7b00941 Plasma 2
34267881 10.1021/acsmedchemlett.1c00196 L-lactate dehydrogenase A chain 2
36538511 10.1021/acs.jmedchem.2c01505 BXPC-3 1
36538511 10.1021/acs.jmedchem.2c01505 PANC-1 1
34267881 10.1021/acsmedchemlett.1c00196 Unchecked 1
32902275 10.1021/acs.jmedchem.0c00916 MIA PaCa-2 1
32902275 10.1021/acs.jmedchem.0c00916 A673 1
32902275 10.1021/acs.jmedchem.0c00916 ADMET 1
29120638 10.1021/acs.jmedchem.7b00941 Isocitrate dehydrogenase [NADP] cytoplasmic 1
29120638 10.1021/acs.jmedchem.7b00941 L-lactate dehydrogenase B chain 1

Data from ChEMBL 36 via Core Engine