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Compound Detail

CHEMBL81782

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CCN1/C(=C/C=C/c2sc3ccccc3[n+]2CC)Sc2ccccc21.[I-]

Basic Information

ChEMBL ID CHEMBL81782
Phase Preclinical
Structure Type MOL
InChI Key VZBILKJHDPEENF-UHFFFAOYSA-M
Parent Compound CHEMBL578063
Active Moiety CHEMBL578063
15
Targets
41
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

365.6
MW (Da)
5.70
ALogP
3
HBA
0
HBD
7.1
PSA (Ų)
0.55
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21IN2S2
MW 492.45
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.08

Activity Summary

IC50 30 meas. best 8.08
EC50 11 meas. best 6.78

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 8.08 6.0715 8.4 20
CX-1
CHEMBL614566
IC50 7.22 7.22 60.0 1
Plasmodium falciparum
CHEMBL364
EC50 6.78 6.685 164.5 2
Integrin alpha-M/beta-2
CHEMBL2111362
IC50 6.48 6.04 330.0 2
Unchecked
CHEMBL612545
EC50 6.37 5.7133 430.0 3
CV-1
CHEMBL613507
IC50 5.92 5.92 1200.0 1
BJ
CHEMBL614358
EC50 5.89 5.82 1290.0 3
Intestinal-type alkaline phosphatase
CHEMBL3151
IC50 5.81 5.81 1550.0 1
Jurkat
CHEMBL397
IC50 5.76 5.76 1730.0 1
Streptokinase A
CHEMBL1293228
EC50 5.67 5.67 2154.0 1
Streptococcus sp. 'group A'
CHEMBL612389
EC50 5.59 5.59 2544.0 1
Streptococcus
CHEMBL612313
EC50 5.52 5.52 2997.0 1
Amyloid-beta precursor protein
CHEMBL2487
IC50 5.48 5.48 3300.0 1
Apoptotic protease-activating factor 1
CHEMBL1795093
IC50 4.68 4.68 20800.0 1
Alkaline phosphatase, tissue-nonspecific isozyme
CHEMBL5979
IC50 4.13 4.13 74800.0 1
Exodeoxyribonuclease V
CHEMBL2095232
IC50 4.09 4.09 80908.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 8.38 nM 8.08 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 8.75 nM 8.06 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 8.98 nM 8.05 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 9.57 nM 8.02 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 14.8 nM 7.83 PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 17.21 nM 7.76 PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 36.04 nM 7.44 PubChem BioAssay. Decreased HeLa cell count-IC50. (Class of assay: confirmator... -
CX-1 IC50 = 60.0 nM 7.22 Inhibitory concentration against growth of human colon carcinoma cells 9379434
Plasmodium falciparum EC50 = 164.5 nM 6.78 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Unchecked IC50 = 171.99 nM 6.76 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Plasmodium falciparum EC50 = 258.2 nM 6.59 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Integrin alpha-M/beta-2 IC50 = 330.0 nM 6.48 Inhibition of C3bi-AP binding to CR3 derived from human PMN 28977749
Unchecked EC50 = 430.0 nM 6.37 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
Unchecked IC50 = 561.99 nM 6.25 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Unchecked IC50 = 940.0 nM 6.03 PUBCHEM_BIOASSAY: Dose response counterscreen of uHTS chemical inhibitors of bot... -
Unchecked IC50 = 960.0 nM 6.02 Inhibition of His-tagged human recombinant 2N4R tau protein aggregation assessed... 19432420
CV-1 IC50 = 1200.0 nM 5.92 Inhibitory concentration against growth of monkey normal kidney epithelial cells... 9379434
BJ EC50 = 1290.0 nM 5.89 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -
Unchecked EC50 = 1550.0 nM 5.81 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -
Intestinal-type alkaline phosphatase IC50 = 1550.0 nM 5.81 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS hits from a small molecule ... -

Literature References

PubMed DOI Target Context # Activities
11549435 10.1016/s0960-894x(01)00490-5 DNA polymerase I, thermostable 2
19432420 10.1021/jm900116d Unchecked 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
26078011 10.1016/j.bmc.2015.05.050 ADMET 2
26078011 10.1016/j.bmc.2015.05.050 Amyloid-beta precursor protein 2
28977749 10.1021/acs.jmedchem.7b00882 Integrin alpha-M/beta-2 2
9379434 10.1021/jm9702692 CX-1 1
9379434 10.1021/jm9702692 CV-1 1
9379434 10.1021/jm9702692 Unchecked 1
11549435 10.1016/s0960-894x(01)00490-5 Telomerase reverse transcriptase 1
18579783 10.1073/pnas.0802982105 Unchecked 1
18579783 10.1073/pnas.0802982105 Huh-7 1
25559100 10.1021/jm501452j Protein arginine N-methyltransferase 1 1
26078011 10.1016/j.bmc.2015.05.050 Soluble guanylate cyclase 1
26078011 10.1016/j.bmc.2015.05.050 Brain 1

Data from ChEMBL 36 via Core Engine