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Compound Detail

CHEMBL558390

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Cl.Cl.NCCCCNCc1c2ccccc2cc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL558390
Phase Preclinical
Structure Type MOL
InChI Key SMKJNUOLUJELSZ-UHFFFAOYSA-N
Parent Compound CHEMBL235360
Active Moiety CHEMBL235360
9
Targets
26
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

278.4
MW (Da)
3.82
ALogP
2
HBA
2
HBD
38.0
PSA (Ų)
0.53
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H24Cl2N2
MW 351.32
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -0.24

Activity Summary

IC50 24 meas. best 6.34
Ki 2 meas. best 4.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma cruzi
CHEMBL368
 IC50 6.34 5.7967 460.0 3
Putative amino acid permease/transporter
CHEMBL4295536
 IC50 5.31 5.245 4860.0 4
Vero
CHEMBL391
 IC50 5.23 5.23 5860.0 1
L1210
CHEMBL386
 IC50 5.2 5.13 6300.0 6
Unchecked
CHEMBL612545
 IC50 5.12 5.12 7600.0 1
CHO
CHEMBL613853
 IC50 5.12 5.1133 7600.0 3
CHO-MG
CHEMBL614558
 IC50 5.12 5.115 7600.0 4
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.11 5.11 7700.0 1
HL-60
CHEMBL383
 IC50 4.7 4.7 20000.0 1
L1210
CHEMBL386
 Ki 4.49 4.49 32200.0 1
Unchecked
CHEMBL612545
 Ki 4.49 4.49 32200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma cruzi IC50 = 460.0 nM 6.34 Trypanopcidal activity against Trypanosoma cruzi Y trypamastigotes after 24 hrs ... 29421567
Trypanosoma cruzi IC50 = 520.0 nM 6.28 Trypanopcidal activity against Trypanosoma cruzi Y trypamastigotes infected in A... 29421567
Putative amino acid permease/transporter IC50 = 4860.0 nM 5.31 Inhibition of Trypanosoma cruzi Y trypamastigotes PAT assessed as reduction in [... 29421567
Putative amino acid permease/transporter IC50 = 4940.0 nM 5.31 Inhibition of Trypanosoma cruzi Y trypamastigotes PAT assessed as reduction in [... 29421567
Putative amino acid permease/transporter IC50 = 5020.0 nM 5.3 Inhibition of Trypanosoma cruzi Y epimastigotes PAT assessed as reduction in [3H... 29421567
Vero IC50 = 5860.0 nM 5.23 Cytotoxicity against African green monkey Vero cells assessed as reduction in ce... 29421567
L1210 IC50 = 6300.0 nM 5.2 Cytotoxicity in L1210 cell lines 14613316
L1210 IC50 = 6300.0 nM 5.2 Inhibitory concentration was measured against murine L1210 cell line 15537360
L1210 IC50 = 6300.0 nM 5.2 Cytotoxicity against mouse L1210 cells after 48 hrs 18281932
L1210 IC50 = 6960.0 nM 5.16 Cytotoxicity against mouse L1210 cells after 24 hrs in presence of 100 uM spermi... 18281932
Unchecked IC50 = 7600.0 nM 5.12 Inhibition of polyamine transporter expressed in CHO cells 19805570
CHO-MG IC50 = 7600.0 nM 5.12 Cytotoxicity against PAT deficient CHO-MG cells after 48 hrs 18281932
CHO-MG IC50 = 7600.0 nM 5.12 Inhibitory concentration was measured against chinese hamster ovary (CHO-MG) cel... 15537360
CHO IC50 = 7600.0 nM 5.12 Cytotoxicity in CHO cell lines 14613316
CHO-MG IC50 = 7700.0 nM 5.11 Cytotoxicity in CHO-MG cell lines 14613316
NON-PROTEIN TARGET IC50 = 7700.0 nM 5.11 Inhibitory concentration was measured against chinese hamster ovary (CHO) cell l... 15537360
CHO IC50 = 7700.0 nM 5.11 Cytotoxicity against PAT active CHO cells after 48 hrs 18281932
CHO-MG IC50 = 7700.0 nM 5.11 Inhibition of polyamine uptake in CHO-MG cells 19805570
CHO IC50 = 7700.0 nM 5.11 Cytotoxicity against CHO cells 29421567
Putative amino acid permease/transporter IC50 = 8780.0 nM 5.06 Inhibition of Trypanosoma cruzi Y epimastigotes PAT assessed as reduction in [3H... 29421567

Literature References

PubMed DOI Target Context # Activities
29421567 10.1016/j.ejmech.2018.01.083 Trypanosoma cruzi 8
29421567 10.1016/j.ejmech.2018.01.083 Putative amino acid permease/transporter 6
18281932 10.1021/jm070794t FL5.12 6
14613316 10.1021/jm030223a Unchecked 3
18281932 10.1021/jm070794t L1210 3
14613316 10.1021/jm030223a L1210 2
15537360 10.1021/jm0497040 L1210 2
15537360 10.1021/jm0497040 CHO-MG 2
19805570 10.1128/aac.00662-09 Unchecked 2
29421567 10.1016/j.ejmech.2018.01.083 Vero 1
29421567 10.1016/j.ejmech.2018.01.083 CHO 1
29421567 10.1016/j.ejmech.2018.01.083 HL-60 1
19805570 10.1128/aac.00662-09 ADMET 1
19805570 10.1128/aac.00662-09 CHO-MG 1
18281932 10.1021/jm070794t ADMET 1
18281932 10.1021/jm070794t CHO 1
18281932 10.1021/jm070794t CHO-MG 1
18281932 10.1021/jm070794t Unchecked 1
15537360 10.1021/jm0497040 NON-PROTEIN TARGET 1
14613316 10.1021/jm030223a CHO-MG 1

Data from ChEMBL 36 via Core Engine