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Compound Detail

CHEMBL1223099

BERBERRUBINE CHLORIDE
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COc1ccc2cc3[n+](cc2c1O)CCc1cc2c(cc1-3)OCO2.[Cl-]

Basic Information

ChEMBL ID CHEMBL1223099
Name BERBERRUBINE CHLORIDE
Phase Preclinical
Structure Type MOL
InChI Key GYFSYEVKFOOLFZ-UHFFFAOYSA-N
Parent Compound CHEMBL203135
Active Moiety CHEMBL203135
7
Targets
7
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

322.3
MW (Da)
2.79
ALogP
4
HBA
1
HBD
51.8
PSA (Ų)
0.70
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H16ClNO4
MW 357.79
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness 1.45

Activity Summary

IC50 5 meas. best 5.16
EC50 2 meas. best 5.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
EC50 5.55 5.55 2800.0 1
KB
CHEMBL398
IC50 5.16 5.16 6920.0 1
BGC-823
CHEMBL614526
IC50 5.12 5.12 7660.0 1
HL-60
CHEMBL383
IC50 4.95 4.95 11360.0 1
Bel-7402
CHEMBL614279
IC50 4.46 4.46 34310.0 1
HT-29
CHEMBL384
IC50 4.43 4.43 36930.0 1
No relevant target
CHEMBL2362975
EC50 4.06 4.06 87000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
24593257 10.1021/np400607k No relevant target 13
21295891 10.1016/j.ejmech.2011.01.016 Human immunodeficiency virus 1 2
23182088 10.1016/j.bmcl.2012.10.098 HT-29 2
23182088 10.1016/j.bmcl.2012.10.098 HepG2 2
20673726 10.1016/j.bmc.2010.06.106 No relevant target 1
21295891 10.1016/j.ejmech.2011.01.016 Human immunodeficiency virus type 1 reverse transcriptase 1
21295891 10.1016/j.ejmech.2011.01.016 CCRF-CEM 1
21295891 10.1016/j.ejmech.2011.01.016 ADMET 1
23058107 10.1016/j.bmc.2012.09.029 Unchecked 1
- 10.1007/s00044-013-0796-9 KB 1
- 10.1007/s00044-013-0796-9 Bel-7402 1
- 10.1007/s00044-013-0796-9 BGC-823 1
- 10.1007/s00044-013-0796-9 HL-60 1
24593257 10.1021/np400607k Albumin 1
32688201 10.1016/j.ejmech.2020.112593 No relevant target 1

Data from ChEMBL 36 via Core Engine