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Compound Detail

CHEMBL4282477

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CC1(C)[C@@H](OC(N)=O)C=C[C@]2(C=O)[C@H]3CC[C@]4(C)[C@@H](c5ccc(=O)oc5)[C@@H](Cl)C[C@]4(O)C3=CC[C@@H]12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4282477
Phase Preclinical
Structure Type MOL
InChI Key LGQRKPYKYDALST-ZDQYYBRASA-N
26
Targets
26
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

502.0
MW (Da)
4.07
ALogP
6
HBA
2
HBD
119.8
PSA (Ų)
0.37
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C27H32ClNO6
MW 502.01
Aromatic Rings 1
Heavy Atoms 35
NP-Likeness 2.46

Activity Summary

EC50 26 meas. best 8.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
PANC-1
CHEMBL614139
 EC50 8.68 8.68 2.1 1
786-0
CHEMBL613102
 EC50 8.64 8.64 2.3 1
MRC5
CHEMBL614181
 EC50 8.62 8.62 2.4 1
NCI-H1975
CHEMBL614348
 EC50 8.51 8.51 3.1 1
Daudi
CHEMBL614281
 EC50 8.48 8.48 3.3 1
A549
CHEMBL392
 EC50 8.43 8.43 3.7 1
Unchecked
CHEMBL612545
 EC50 8.43 8.43 3.7 1
BT-474
CHEMBL614529
 EC50 8.43 8.43 3.7 1
THP-1
CHEMBL614245
 EC50 8.37 8.37 4.3 1
HeLa
CHEMBL399
 EC50 8.33 8.33 4.7 1
DU-145
CHEMBL613508
 EC50 8.28 8.28 5.2 1
HT-1080
CHEMBL614580
 EC50 8.27 8.27 5.4 1
LoVo
CHEMBL614721
 EC50 8.25 8.25 5.6 1
NCI-N87
CHEMBL614197
 EC50 8.24 8.24 5.8 1
BXPC-3
CHEMBL614530
 EC50 8.24 8.24 5.7 1
U-87 MG
CHEMBL614247
 EC50 8.24 8.24 5.7 1
MES-SA/Dx5
CHEMBL613827
 EC50 8.24 8.24 5.8 1
HepG2
CHEMBL395
 EC50 8.24 8.24 5.8 1
HCT-116
CHEMBL394
 EC50 8.22 8.22 6.0 1
SK-OV-3
CHEMBL614925
 EC50 8.22 8.22 6.0 1
MV4-11
CHEMBL613835
 EC50 8.2 8.2 6.3 1
MES-SA
CHEMBL614343
 EC50 8.17 8.17 6.8 1
MDA-MB-468
CHEMBL614335
 EC50 8.15 8.15 7.0 1
HUVEC
CHEMBL613979
 EC50 8.01 8.01 9.7 1
MCF7
CHEMBL387
 EC50 7.82 7.82 15.0 1
H22
CHEMBL614998
 EC50 5.34 5.34 4600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
PANC-1 EC50 = 2.1 nM 8.68 Cytotoxicity against human PANC1 cells assessed as decrease in cell viability af... 30369239
786-0 EC50 = 2.3 nM 8.64 Cytotoxicity against human 786-O cells assessed as decrease in cell viability af... 30369239
MRC5 EC50 = 2.4 nM 8.62 Cytotoxicity against human MRC5 cells assessed as decrease in cell viability aft... 30369239
NCI-H1975 EC50 = 3.1 nM 8.51 Cytotoxicity against human NCI-H1975 cells assessed as decrease in cell viabilit... 30369239
Daudi EC50 = 3.3 nM 8.48 Cytotoxicity against human Daudi cells assessed as decrease in cell viability af... 30369239
BT-474 EC50 = 3.7 nM 8.43 Cytotoxicity against human BT474 cells assessed as decrease in cell viability af... 30369239
Unchecked EC50 = 3.7 nM 8.43 Cytotoxicity against human LOX cells assessed as decrease in cell viability afte... 30369239
A549 EC50 = 3.7 nM 8.43 Cytotoxicity against human A549 cells assessed as decrease in cell viability aft... 30369239
THP-1 EC50 = 4.3 nM 8.37 Cytotoxicity against human THP1 cells assessed as decrease in cell viability aft... 30369239
HeLa EC50 = 4.7 nM 8.33 Cytotoxicity against human HeLa cells assessed as decrease in cell viability aft... 30369239
DU-145 EC50 = 5.2 nM 8.28 Cytotoxicity against human DU145 cells assessed as decrease in cell viability af... 30369239
HT-1080 EC50 = 5.4 nM 8.27 Cytotoxicity against human HT1080 cells assessed as decrease in cell viability a... 30369239
LoVo EC50 = 5.6 nM 8.25 Cytotoxicity against human LoVo cells assessed as decrease in cell viability aft... 30369239
HepG2 EC50 = 5.8 nM 8.24 Cytotoxicity against human HepG2 cells assessed as decrease in cell viability af... 30369239
NCI-N87 EC50 = 5.8 nM 8.24 Cytotoxicity against human NCI-N87 cells assessed as decrease in cell viability ... 30369239
U-87 MG EC50 = 5.7 nM 8.24 Cytotoxicity against human U87MG cells assessed as decrease in cell viability af... 30369239
BXPC-3 EC50 = 5.7 nM 8.24 Cytotoxicity against human BxPC3 cells assessed as decrease in cell viability af... 30369239
MES-SA/Dx5 EC50 = 5.8 nM 8.24 Cytotoxicity against human MES-SA/Dx5 cells assessed as decrease in cell viabili... 30369239
SK-OV-3 EC50 = 6.0 nM 8.22 Cytotoxicity against human SKOV3 cells assessed as decrease in cell viability af... 30369239
HCT-116 EC50 = 6.0 nM 8.22 Cytotoxicity against human HCT116 cells assessed as decrease in cell viability a... 30369239

Literature References

PubMed DOI Target Context # Activities
30369239 10.1021/acs.jnatprod.8b00736 Cardiac muscle cell 27
30369239 10.1021/acs.jnatprod.8b00736 Daudi 1
30369239 10.1021/acs.jnatprod.8b00736 A549 1
30369239 10.1021/acs.jnatprod.8b00736 NCI-N87 1
30369239 10.1021/acs.jnatprod.8b00736 U-87 MG 1
30369239 10.1021/acs.jnatprod.8b00736 Unchecked 1
30369239 10.1021/acs.jnatprod.8b00736 LoVo 1
30369239 10.1021/acs.jnatprod.8b00736 BXPC-3 1
30369239 10.1021/acs.jnatprod.8b00736 MCF7 1
30369239 10.1021/acs.jnatprod.8b00736 HeLa 1
30369239 10.1021/acs.jnatprod.8b00736 THP-1 1
30369239 10.1021/acs.jnatprod.8b00736 BT-474 1
30369239 10.1021/acs.jnatprod.8b00736 786-0 1
30369239 10.1021/acs.jnatprod.8b00736 MES-SA/Dx5 1
30369239 10.1021/acs.jnatprod.8b00736 MES-SA 1
30369239 10.1021/acs.jnatprod.8b00736 HT-1080 1
30369239 10.1021/acs.jnatprod.8b00736 DU-145 1
30369239 10.1021/acs.jnatprod.8b00736 HepG2 1
30369239 10.1021/acs.jnatprod.8b00736 HCT-116 1
30369239 10.1021/acs.jnatprod.8b00736 PANC-1 1

Data from ChEMBL 36 via Core Engine