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Compound Detail

CHEMBL2179949

ILICICOLIN H
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C/C=C/[C@@H]1[C@H]2C[C@@H](C)CC[C@@H]2C(C)=C[C@H]1C(=O)c1c(O)c(-c2ccc(O)cc2)c[nH]c1=O

Basic Information

ChEMBL ID CHEMBL2179949
Name ILICICOLIN H
Phase Preclinical
Structure Type MOL
InChI Key BYVVOONSAAQMKI-RFKCMYLBSA-N
12
Targets
16
Activities
1
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

433.6
MW (Da)
5.46
ALogP
4
HBA
3
HBD
90.4
PSA (Ų)
0.44
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C27H31NO4
MW 433.55
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness 1.31

Activity Summary

IC50 16 meas. best 8.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 8.73 7.566 1.9 5
MDA-MB-435
CHEMBL614697
IC50 5.2 5.2 6340.0 1
NCI-H1703
CHEMBL1075522
IC50 5.18 5.18 6650.0 1
A549
CHEMBL392
IC50 5.15 5.15 7010.0 1
MDA-MB-231
CHEMBL400
IC50 5.0 5.0 9980.0 1
HCT-116
CHEMBL394
IC50 4.97 4.97 10750.0 1
4T1
CHEMBL612589
IC50 4.86 4.86 13840.0 1
SNB-19
CHEMBL614164
IC50 4.84 4.84 14590.0 1
Hepa 1-6
CHEMBL6066745
IC50 4.71 4.71 19570.0 1
MC-38
CHEMBL612821
IC50 4.71 4.71 19550.0 1
CT26
CHEMBL613866
IC50 4.71 4.71 19540.0 1
B16-F10
CHEMBL612656
IC50 4.67 4.67 21580.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 16.0 mL.min-1.kg-1 Mus musculus
F 72.0 % Mus musculus
T1/2 2.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 1.85 nM 8.73 Inhibition of Candida albicans MY 1055 NADH:cytochrome c oxidoreductase 24900384
Unchecked IC50 = 2.31 nM 8.64 Inhibition of Saccharomyces cerevisiae MY 2141 NADH:cytochrome c oxidoreductase 24900384
Unchecked IC50 = 3.0 nM 8.52 Inhibition of Saccharomyces cerevisiae MY 2141 cytochrome b-c1 complex Qn site i... 24900384
Unchecked IC50 = 200.0 nM 6.7 Inhibition of bovine ubiquinol-cytochrome c reductase after 2 mins by stopped fl... 24900384
Unchecked IC50 = 5780.0 nM 5.24 Cytotoxicity against mouse Lewis lung carcinoma cell line assessed as reduction ... 38527379
MDA-MB-435 IC50 = 6340.0 nM 5.2 Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viabil... 38527379
NCI-H1703 IC50 = 6650.0 nM 5.18 Cytotoxicity against human NCI-H1703 cells assessed as reduction in cell viabili... 38527379
A549 IC50 = 7010.0 nM 5.15 Cytotoxicity against human A549 cells assessed as reduction in cell viability in... 38527379
MDA-MB-231 IC50 = 9980.0 nM 5.0 Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil... 38527379
HCT-116 IC50 = 10750.0 nM 4.97 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 38527379
4T1 IC50 = 13840.0 nM 4.86 Cytotoxicity against mouse 4T1 cells assessed as reduction in cell viability inc... 38527379
SNB-19 IC50 = 14590.0 nM 4.84 Cytotoxicity against human SNB-19 cells assessed as reduction in cell viability ... 38527379
CT26 IC50 = 19540.0 nM 4.71 Cytotoxicity against mouse CT26 cells assessed as reduction in cell viability in... 38527379
MC-38 IC50 = 19550.0 nM 4.71 Cytotoxicity against mouse MC38 cells assessed as reduction in cell viability in... 38527379
Hepa 1-6 IC50 = 19570.0 nM 4.71 Cytotoxicity against mouse Hepa1-6 cells assessed as reduction in cell viability... 38527379
B16-F10 IC50 = 21580.0 nM 4.67 Cytotoxicity against mouse B16-F10 cells assessed as reduction in cell viability... 38527379

Literature References

PubMed DOI Target Context # Activities
24900384 10.1021/ml300173e Candida albicans 28
38527379 10.1016/j.ejmech.2024.116314 NCI-H1703 21
38527379 10.1016/j.ejmech.2024.116314 A549 21
24900384 10.1021/ml300173e Unchecked 13
23562597 10.1016/j.bmcl.2013.03.023 Unchecked 5
24900384 10.1021/ml300173e Cryptococcus neoformans 4
24900384 10.1021/ml300173e Saccharomyces cerevisiae 3
23562597 10.1016/j.bmcl.2013.03.023 Candida albicans 3
24900384 10.1021/ml300173e Mus musculus 3
24900384 10.1021/ml300173e Meyerozyma guilliermondii 2
24900384 10.1021/ml300173e Nakaseomyces glabratus 2
24900384 10.1021/ml300173e Candida parapsilosis 1
24900384 10.1021/ml300173e Clavispora lusitaniae 1
24900384 10.1021/ml300173e Pichia kudriavzevii 1
24900384 10.1021/ml300173e Candida tropicalis 1
24900384 10.1021/ml300173e Aspergillus fumigatus 1
24900384 10.1021/ml300173e Aspergillus flavus 1
38527379 10.1016/j.ejmech.2024.116314 MDA-MB-231 1
38527379 10.1016/j.ejmech.2024.116314 MDA-MB-435 1
38527379 10.1016/j.ejmech.2024.116314 SNB-19 1

Data from ChEMBL 36 via Core Engine