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Compound Detail

CHEMBL463175

CEPHALOCHROMIN
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CC1CC(=O)c2c(cc3c(-c4c(O)cc(O)c5c(O)c6c(cc45)OC(C)CC6=O)c(O)cc(O)c3c2O)O1

Basic Information

ChEMBL ID CHEMBL463175
Name CEPHALOCHROMIN
Phase Preclinical
Structure Type MOL
InChI Key JGQBYBXYRUCBQY-UHFFFAOYSA-N
19
Targets
27
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

518.5
MW (Da)
4.60
ALogP
10
HBA
6
HBD
174.0
PSA (Ų)
0.21
QED
2
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C28H22O10
MW 518.47
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness 1.10

Activity Summary

IC50 17 meas. best 5.83
EC50 10 meas. best 6.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Streptococcus sp. 'group A'
CHEMBL612389
EC50 6.46 6.46 348.0 1
Unchecked
CHEMBL612545
EC50 6.43 5.21 373.0 3
Streptokinase A
CHEMBL1293228
EC50 6.3 6.3 501.0 1
Streptococcus
CHEMBL612313
EC50 6.0 6.0 991.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
IC50 5.83 5.83 1491.9 1
Protein RecA
CHEMBL1741171
EC50 5.8 5.8 1570.0 1
Enoyl-[acyl-carrier-protein] reductase [NADH] FabI
CHEMBL1857
IC50 5.75 5.75 1800.0 1
Enoyl-[acyl-carrier-protein] reductase [NADPH] FabI
CHEMBL3994
IC50 5.72 5.72 1900.0 1
A549
CHEMBL392
IC50 5.57 5.425 2720.0 2
SW1353
CHEMBL614944
IC50 5.45 5.45 3540.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 5.33 5.1567 4640.0 3
Caco-2
CHEMBL614058
IC50 4.91 4.91 12400.0 1
Glucagon receptor
CHEMBL1985
IC50 4.7 4.7 20000.0 1
Alkaline phosphatase, germ cell type
CHEMBL3402
EC50 4.68 4.68 21100.0 1
Intestinal-type alkaline phosphatase
CHEMBL5573
EC50 4.66 4.66 21700.0 1
Alkaline phosphatase, tissue-nonspecific isozyme
CHEMBL5979
EC50 4.57 4.57 26700.0 1
Unchecked
CHEMBL612545
IC50 4.57 4.5567 26958.0 3
Botulinum neurotoxin type A
CHEMBL5344
IC50 4.54 4.54 29200.0 1
Transitional endoplasmic reticulum ATPase
CHEMBL1075145
IC50 4.36 4.36 43860.0 1
Aminopeptidase N
CHEMBL4117
IC50 4.19 4.19 64890.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Streptococcus sp. 'group A' EC50 = 348.0 nM 6.46 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Unchecked EC50 = 373.0 nM 6.43 PUBCHEM_BIOASSAY: Luminescence Cell-Based/Microorganism Dose Confirmation HTS to... -
Streptokinase A EC50 = 501.0 nM 6.3 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Streptococcus EC50 = 991.0 nM 6.0 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify... -
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 1491.9 nM 5.83 PUBCHEM_BIOASSAY: Dose Response Confirmation for Mcl-1/Noxa Interaction Inhibito... -
Protein RecA EC50 = 1570.0 nM 5.8 PUBCHEM_BIOASSAY: Fluorescence Cell-Free Homogeneous Dose Retest to Identify Inh... -
Enoyl-[acyl-carrier-protein] reductase [NADH] FabI IC50 = 1800.0 nM 5.75 Inhibition of Escherichia coli DH5alpha FabI in the presence of NADH using croto... 32883635
Enoyl-[acyl-carrier-protein] reductase [NADPH] FabI IC50 = 1900.0 nM 5.72 Inhibition of Staphylococcus aureus ATCC 29213 FabI in the presence of NADH usin... 32883635
A549 IC50 = 2720.0 nM 5.57 Cytotoxicity against human A549 cells after 48 hrs by SRB assay 24588135
SW1353 IC50 = 3540.0 nM 5.45 Cytotoxicity against human SW1353 cells after 48 hrs by MTT assay 24588135
NON-PROTEIN TARGET IC50 = 4640.0 nM 5.33 Cytotoxicity against human HuH7 cells after 48 hrs by MTT assay 24588135
NON-PROTEIN TARGET IC50 = 4980.0 nM 5.3 Cytotoxicity against human HT1080 cells after 48 hrs by MTT assay 24588135
A549 IC50 = 5220.0 nM 5.28 Cytotoxicity against human A549 cells after 48 hrs by MTT assay 24588135
Unchecked EC50 = 8423.0 nM 5.08 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS Screen to Identify C... -
Caco-2 IC50 = 12400.0 nM 4.91 Cytotoxicity against human Caco2 cells after 48 hrs by MTT assay 24588135
NON-PROTEIN TARGET IC50 = 14310.0 nM 4.84 Cytotoxicity against human Hep3B cells after 48 hrs by MTT assay 24588135
Glucagon receptor IC50 = 20000.0 nM 4.7 Antagonist activity at human glucagon receptor expressed in BHK21 cells assessed... 15387654
Alkaline phosphatase, germ cell type EC50 = 21100.0 nM 4.68 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS activators of Mouse Intesti... -
Intestinal-type alkaline phosphatase EC50 = 21700.0 nM 4.66 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS activators of Mouse Intesti... -
Alkaline phosphatase, tissue-nonspecific isozyme EC50 = 26700.0 nM 4.57 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS activators of Mouse Intesti... -

Literature References

PubMed DOI Target Context # Activities
24588135 10.1021/np400517g A549 37
24900483 10.1021/ml200312s Botulinum neurotoxin type A 5
24588135 10.1021/np400517g NON-PROTEIN TARGET 3
15387654 10.1021/np040093o Glucagon receptor 1
24588135 10.1021/np400517g Caco-2 1
24588135 10.1021/np400517g SW1353 1
32883635 10.1016/j.ejmech.2020.112757 Enoyl-[acyl-carrier-protein] reductase [NADPH] FabI 1
32883635 10.1016/j.ejmech.2020.112757 Enoyl-[acyl-carrier-protein] reductase [NADH] FabI 1

Data from ChEMBL 36 via Core Engine