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Compound Detail

CHEMBL460433

CALPHOSTIN C
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COc1c(C[C@@H](C)OC(=O)Oc2ccc(O)cc2)c2c3c(C[C@@H](C)OC(=O)c4ccccc4)c(OC)c(=O)c4c(O)cc(OC)c(c5c(OC)cc(O)c(c1=O)c52)c43
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL460433
Name CALPHOSTIN C
Phase Preclinical
Structure Type MOL
InChI Key SRJYZPCBWDVSGO-NHCUHLMSSA-N
10
Targets
20
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

790.8
MW (Da)
6.98
ALogP
14
HBA
3
HBD
193.6
PSA (Ų)
0.05
QED
3
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C44H38O14
MW 790.77
Aromatic Rings 7
Heavy Atoms 58
NP-Likeness 0.66

Activity Summary

IC50 10 meas. best 7.3
Ki 10 meas. best 4.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein kinase C (PKC)
CHEMBL2094266
 IC50 7.3 7.3 50.0 1
Unchecked
CHEMBL612545
 IC50 6.41 6.335 390.0 2
Tyrosine-protein kinase SYK
CHEMBL2599
 IC50 5.96 5.96 1100.0 1
HCT-116
CHEMBL394
 IC50 5.54 5.54 2860.0 1
A549
CHEMBL392
 IC50 5.5 5.5 3200.0 1
Molecular identity unknown
CHEMBL612546
 IC50 5.5 5.5 3200.0 1
Cadherin-1/Transcription factor 7-like 2
CHEMBL3885533
 Ki 4.89 4.89 13000.0 1
Unchecked
CHEMBL612545
 Ki 4.88 4.575 13040.0 2
TCF4/beta-catenin
CHEMBL3038511
 Ki 4.75 4.75 17780.0 2
Catenin beta-1
CHEMBL5866
 Ki 4.75 4.75 17780.0 4
Catenin beta-1
CHEMBL5866
 IC50 4.42 4.265 38000.0 2
Adenomatous polyposis coli protein/Transcription factor 7-like 2
CHEMBL3885511
 Ki 4.27 4.27 54000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein kinase C (PKC) IC50 = 50.0 nM 7.3 Inhibition of rat brain PKC 1874734
Unchecked IC50 = 390.0 nM 6.41 Antagonist activity at Beta-catenin/TCF in rat IEC-6 cells assessed as inhibitio... 24060489
Unchecked IC50 = 550.0 nM 6.26 Antagonist activity at Beta-catenin/TCF in rat IEC-6 cells assessed as inhibitio... 24060489
Tyrosine-protein kinase SYK IC50 = 1100.0 nM 5.96 Inhibition of recombinant Syk 19254842
HCT-116 IC50 = 2860.0 nM 5.54 Antiproliferative activity against human HCT-116 cells assessed as reduction in ... 33445154
Molecular identity unknown IC50 = 3200.0 nM 5.5 Inhibition of Wnt2/beta-casein signaling in human A549 cells assessed as inhibit... 20729080
A549 IC50 = 3200.0 nM 5.5 Cytotoxicity against human A549 cells expressing Wnt2 after 24 to 72 hrs by MTS ... 21855350
Cadherin-1/Transcription factor 7-like 2 Ki = 13000.0 nM 4.89 Inhibition of human beta-casein/E-cadherin interaction after 1 hr by fluorescenc... 24900664
Unchecked Ki = 13040.0 nM 4.88 Fluorescence Polarization (FP) Assay: Experiments were performed in 96-well Micr... -
TCF4/beta-catenin Ki = 18000.0 nM 4.75 Inhibition of human beta-casein/Tcf4 interaction after 1 hr by fluorescence pola... 24900664
Catenin beta-1 Ki = 18000.0 nM 4.75 Inhibition of human wild-type beta-catenin (residues 138-686)/C-terminally fluor... 25985283
Catenin beta-1 Ki = 17780.0 nM 4.75 Fluorescence Polarization (FP) Assay: Experiments were performed in 96-well Micr... -
TCF4/beta-catenin Ki = 17780.0 nM 4.75 Fluorescence Polarization (FP) Assay: Experiments were performed in 96-well Micr... -
Catenin beta-1 Ki = 17780.0 nM 4.75 Fluorescence Polarization (FP) Assay: Experiments were performed in 96-well Micr... -
Catenin beta-1 Ki = 17780.0 nM 4.75 AlphaScreen Assay: Experiments were performed in white opaque 384-well plates fr... -
Catenin beta-1 IC50 = 38000.0 nM 4.42 Inhibition of human wild-type beta-catenin (residues 138-686)/C-terminally fluor... 25985283
Adenomatous polyposis coli protein/Transcription factor 7-like 2 Ki = 54000.0 nM 4.27 Inhibition of human beta-casein/APC-R3 interaction after 1 hr by fluorescence po... 24900664
Unchecked Ki = 53850.0 nM 4.27 Fluorescence Polarization (FP) Assay: Experiments were performed in 96-well Micr... -
Catenin beta-1 IC50 = 77000.0 nM 4.11 Inhibition of human wild-type beta-catenin (residues 138-686)/C-terminally fluor... 25985283

Literature References

PubMed DOI Target Context # Activities
25985283 10.1021/acs.jmedchem.5b00223 Catenin beta-1 4
18328716 10.1016/j.bmc.2008.02.054 Tyrosine-protein kinase SYK 2
24900664 10.1021/ml300367f Unchecked 2
24060489 10.1016/j.bmcl.2013.08.111 Unchecked 2
19254842 10.1016/j.bmcl.2009.02.049 Tyrosine-protein kinase SYK 1
20729080 10.1016/j.bmcl.2010.07.088 Molecular identity unknown 1
21855350 10.1016/j.bmc.2011.07.028 A549 1
24900664 10.1021/ml300367f Adenomatous polyposis coli protein/Transcription factor 7-like 2 1
24900664 10.1021/ml300367f Cadherin-1/Transcription factor 7-like 2 1
24900664 10.1021/ml300367f TCF4/beta-catenin 1
23566764 10.1016/j.bmc.2013.02.050 Catenin beta-1 1
33445154 10.1016/j.ejmech.2020.113149 HCT-116 1
1874734 10.1016/s0021-9258(18)98476-0 Protein kinase C (PKC) 1

Data from ChEMBL 36 via Core Engine