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Compound Detail

CHEMBL176049

RHODAMINE123
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COC(=O)c1ccccc1-c1c2ccc(=N)cc-2oc2cc(N)ccc12.Cl

Basic Information

ChEMBL ID CHEMBL176049
Name RHODAMINE123
Phase Preclinical
Structure Type MOL
InChI Key MYFATKRONKHHQL-UHFFFAOYSA-N
Parent Compound CHEMBL347534
Active Moiety CHEMBL347534
4
Targets
7
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

344.4
MW (Da)
4.05
ALogP
5
HBA
2
HBD
89.3
PSA (Ų)
0.33
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H17ClN2O3
MW 380.83
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.30

Activity Summary

IC50 5 meas. best 5.85
EC50 2 meas. best 6.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
EC50 6.52 6.52 300.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 5.85 5.77 1400.0 3
A2780
CHEMBL614004
IC50 5.72 5.72 1905.5 1
FM3A
CHEMBL614297
EC50 5.0 5.0 10000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19770280 10.1128/aac.00748-09 Acinetobacter baumannii 4
19770280 10.1128/aac.00748-09 Escherichia coli 3
11855978 10.1021/jm0155704 FM3A 2
9862789 - ATP-dependent translocase ABCB1 2
20739103 10.1016/j.ejmech.2010.07.050 Saccharomyces cerevisiae 2
20739103 10.1016/j.ejmech.2010.07.050 Unchecked 2
11087617 10.1021/np0003443 NON-PROTEIN TARGET 2
12350151 10.1021/np0106384 NON-PROTEIN TARGET 2
11720520 10.1021/np010032f NON-PROTEIN TARGET 2
12350151 10.1021/np0106384 Unchecked 1
11087617 10.1021/np0003443 Unchecked 1
11720520 10.1021/np010032f Unchecked 1
19015352 10.1128/aac.01095-08 ATP binding cassette transporter Abc1p 1
17890094 10.1016/j.bmc.2007.07.024 A2780 1
17890094 10.1016/j.bmc.2007.07.024 NON-PROTEIN TARGET 1
11855978 10.1021/jm0155704 Plasmodium falciparum 1
9732409 - ATP-dependent translocase ABCB1 1
11031728 10.1358/mf.2000.22.5.796646 ATP-dependent translocase ABCB1 1
10617675 - ATP-dependent translocase ABCB1 1
15067695 10.1002/jps.20046 ATP-dependent translocase ABCB1 1

Data from ChEMBL 36 via Core Engine