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Compound Detail

CHEMBL186397

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COc1cc2c3cnc4cc5c(cc4c3c(=O)n(CCN(C)C)c2cc1OC)OCO5
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL186397
Phase Preclinical
Structure Type MOL
InChI Key SHMDFWDMFPPDCM-UHFFFAOYSA-N
5
Targets
14
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

421.4
MW (Da)
3.01
ALogP
8
HBA
0
HBD
75.0
PSA (Ų)
0.46
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23N3O5
MW 421.45
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -0.59

Activity Summary

IC50 14 meas. best 9.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 9.15 7.975 0.7 6
RPMI 8402
CHEMBL612517
 IC50 9.15 7.915 0.7 2
P388
CHEMBL389
 IC50 8.7 8.4067 2.0 3
KB 3-1
CHEMBL614590
 IC50 8.7 8.55 2.0 2
KB
CHEMBL398
 IC50 8.4 8.4 4.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RPMI 8402 IC50 = 0.7 nM 9.15 Concentration required to inhibit cell proliferation in RPM18402 tumor cell line 15482929
NON-PROTEIN TARGET IC50 = 0.7 nM 9.15 Cytotoxicity against human RPMI8402 cells after 4 days by MTT method 19303306
P388 IC50 = 2.0 nM 8.7 Concentration required to inhibit cell proliferation in P388 tumor cell line 15482929
KB 3-1 IC50 = 2.0 nM 8.7 Concentration required to inhibit cell proliferation by 50% in KB3-1 tumor cell ... 15482929
P388 IC50 = 2.0 nM 8.7 Cytotoxicity against mouse P388 cells after 4 days by MTT method 19303306
NON-PROTEIN TARGET IC50 = 3.0 nM 8.52 Cytotoxicity against human KB3-1 cells after 4 days by MTT method 19303306
KB IC50 = 4.0 nM 8.4 Concentration required to inhibit cell proliferation by 50% in KBV-1 tumor cell ... 15482929
KB 3-1 IC50 = 4.0 nM 8.4 Concentration required to inhibit cell proliferation by 50% in KBH5.0 tumor cell... 15482929
NON-PROTEIN TARGET IC50 = 4.0 nM 8.4 Cytotoxicity against MDR1 overexpressing human KBV1 cells after 4 days by MTT me... 19303306
NON-PROTEIN TARGET IC50 = 4.0 nM 8.4 Cytotoxicity against BCRP overexpressing human KBH5.0 cells after 4 days by MTT ... 19303306
P388 IC50 = 15.0 nM 7.82 Cytotoxicity against camptothecin-resistant mouse P388 cells after 4 days by MTT... 19303306
NON-PROTEIN TARGET IC50 = 200.0 nM 6.7 Concentration required to inhibit cell proliferation by 50% in P388/CPT-45 tumor... 15482929
RPMI 8402 IC50 = 210.0 nM 6.68 Concentration required to inhibit cell proliferation in CPT-K5 tumor cell line; ... 15482929
NON-PROTEIN TARGET IC50 = 210.0 nM 6.68 Cytotoxicity against camptothecin-resistant human CPT-K5 cells after 4 days by M... 19303306

Literature References

PubMed DOI Target Context # Activities
19303306 10.1016/j.bmc.2009.02.023 NON-PROTEIN TARGET 5
15482929 10.1016/j.bmcl.2004.08.070 RPMI 8402 2
15482929 10.1016/j.bmcl.2004.08.070 KB 3-1 2
19303306 10.1016/j.bmc.2009.02.023 P388 2
15482929 10.1016/j.bmcl.2004.08.070 DNA topoisomerase 1 1
15482929 10.1016/j.bmcl.2004.08.070 P388 1
15482929 10.1016/j.bmcl.2004.08.070 NON-PROTEIN TARGET 1
15482929 10.1016/j.bmcl.2004.08.070 KB 1
19303306 10.1016/j.bmc.2009.02.023 DNA topoisomerase 1 1

Data from ChEMBL 36 via Core Engine