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Compound Detail

CHEMBL51931

9,10-PHENANTHRENEQUINONE
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O=C1C(=O)c2ccccc2-c2ccccc21

Basic Information

ChEMBL ID CHEMBL51931
Name 9,10-PHENANTHRENEQUINONE
Phase Preclinical
Structure Type MOL
InChI Key YYVYAPXYZVYDHN-UHFFFAOYSA-N
27
Targets
47
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

208.2
MW (Da)
2.73
ALogP
2
HBA
0
HBD
34.1
PSA (Ų)
0.62
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H8O2
MW 208.22
Aromatic Rings 2
Heavy Atoms 16
NP-Likeness 0.08

Activity Summary

IC50 30 meas. best 6.52
EC50 12 meas. best 5.9
Ki 5 meas. best 8.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Liver carboxylesterase 1
CHEMBL2265
Ki 8.6 8.6 2.5 2
Unchecked
CHEMBL612545
Ki 7.28 7.28 52.0 1
Cocaine esterase
CHEMBL3180
Ki 7.28 7.28 52.0 1
Cholinesterase
CHEMBL1914
Ki 6.72 6.72 190.0 1
T-cell
CHEMBL614309
IC50 6.52 6.52 300.0 1
Telomerase reverse transcriptase
CHEMBL2916
IC50 6.3 5.8 500.0 2
Apoptotic protease-activating factor 1
CHEMBL1795093
IC50 6.26 6.26 549.0 1
Receptor-type tyrosine-protein phosphatase C
CHEMBL3243
IC50 6.16 5.835 700.0 2
Unchecked
CHEMBL612545
IC50 6.04 5.0427 903.0 11
Streptokinase A
CHEMBL1293228
EC50 5.9 5.9 1255.0 1
Cysteine protease ATG4B
CHEMBL1741221
IC50 5.9 5.9 1250.0 1
Streptococcus sp. 'group A'
CHEMBL612389
EC50 5.88 5.88 1334.0 1
Human rhinovirus A protease
CHEMBL2857
IC50 5.85 5.85 1400.0 1
BJ
CHEMBL614358
EC50 5.79 5.57 1628.0 4
Peroxisome proliferator-activated receptor gamma/Nuclear receptor corepressor 2
CHEMBL2096976
IC50 5.74 5.74 1839.0 1
Tyrosyl-DNA phosphodiesterase 2
CHEMBL2169736
IC50 5.72 5.72 1907.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
IC50 5.72 5.72 1920.0 1
Sphingosine 1-phosphate receptor 4
CHEMBL3230
IC50 5.69 5.69 2029.0 1
Unchecked
CHEMBL612545
EC50 5.65 5.3467 2220.0 3
Streptococcus
CHEMBL612313
EC50 5.64 5.64 2303.0 1
Protein S100-A4
CHEMBL2362976
EC50 5.42 5.42 3800.0 1
Sphingosine 1-phosphate receptor 1
CHEMBL4333
IC50 5.3 5.3 5020.0 1
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1
CHEMBL3964
IC50 5.2 5.2 6372.0 1
1-acylglycerol-3-phosphate O-acyltransferase ABHD5/Perilipin-5
CHEMBL3885501
IC50 5.19 5.19 6443.0 1
Protein RecA
CHEMBL1741171
EC50 5.13 5.13 7450.0 1
Perilipin-1/ABHD5
CHEMBL3883313
IC50 4.91 4.91 12284.0 1
Protein-arginine deiminase type-4
CHEMBL6111
IC50 4.8 4.8 16000.0 1
Phospholipase A2
CHEMBL4426
IC50 4.37 4.37 42800.0 1
Papain
CHEMBL4779
IC50 4.04 4.04 91000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Liver carboxylesterase 1 Ki = 2.5 nM 8.6 Inhibition of human CE1 using o-NPA as substrate by spectrophotometric assay 23286284
Liver carboxylesterase 1 Ki = 2.5 nM 8.6 Inhibition of human carboxylesterase 1 17941623
Cocaine esterase Ki = 52.0 nM 7.28 Inhibition of human iCE using o-NPA as substrate by spectrophotometric assay 23286284
Unchecked Ki = 52.0 nM 7.28 Inhibition of human intestinal carboxylesterase 17941623
Cholinesterase Ki = 190.0 nM 6.72 Inhibition of human butyrylcholinesterase 17941623
T-cell IC50 = 300.0 nM 6.52 In vitro inhibition of human T-cell proliferation 11356112
Telomerase reverse transcriptase IC50 = 500.0 nM 6.3 Inhibition of pre-assembled human recombinant telomerase activity in rabbit reti... 22044621
Apoptotic protease-activating factor 1 IC50 = 549.0 nM 6.26 PUBCHEM_BIOASSAY: Dose response confirmation of uHTS hits for Apaf-1 in a Fluore... -
Receptor-type tyrosine-protein phosphatase C IC50 = 700.0 nM 6.16 In vitro inhibitory activity against the cytosolic portion of CD45 protein-tyros... 11356112
Unchecked IC50 = 903.0 nM 6.04 PUBCHEM_BIOASSAY: Dose response confirmation of uHTS hits for Apaf-1 using a LZ-... -
Streptokinase A EC50 = 1255.0 nM 5.9 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Cysteine protease ATG4B IC50 = 1250.0 nM 5.9 PUBCHEM_BIOASSAY: Dose response confirmation of the uHTS fluorescent assay for i... -
Streptococcus sp. 'group A' EC50 = 1334.0 nM 5.88 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Human rhinovirus A protease IC50 = 1400.0 nM 5.85 Inhibitory activity against HRV 3Cpro using HPLC assay 11720861
BJ EC50 = 1628.0 nM 5.79 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -
Peroxisome proliferator-activated receptor gamma/Nuclear receptor corepressor 2 IC50 = 1839.0 nM 5.74 PUBCHEM_BIOASSAY: Counterscreen for agonists of nuclear receptor subfamily 2, gr... -
Amine oxidase [flavin-containing] A IC50 = 1920.0 nM 5.72 Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI inse... 34915314
Tyrosyl-DNA phosphodiesterase 2 IC50 = 1907.0 nM 5.72 PubChem BioAssay. Epi Absorbance-based biochemical high throughput dose response... -
BJ EC50 = 1964.0 nM 5.71 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS to Identify Compound... -
Sphingosine 1-phosphate receptor 4 IC50 = 2029.0 nM 5.69 PUBCHEM_BIOASSAY: Fluorescence dose response cell-based high throughput screenin... -

Literature References

PubMed DOI Target Context # Activities
38491982 10.1021/acs.jmedchem.4c00436 Staphylococcus aureus 11
22044621 10.1016/j.bmcl.2011.09.112 Telomerase reverse transcriptase 9
35729801 10.1021/acs.jmedchem.2c00399 ADMET 8
23816373 10.1016/j.bmcl.2013.06.015 HL-60 4
35729801 10.1021/acs.jmedchem.2c00399 Unchecked 3
- 10.1016/j.cropro.2011.09.009 Trichoplusia ni 2
35729801 10.1021/acs.jmedchem.2c00399 HT-22 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/EOS300108 HepG2 2
23816373 10.1016/j.bmcl.2013.06.015 HCT-116 2
11356112 10.1021/jm000447i Receptor-type tyrosine-protein phosphatase C 2
11720861 10.1016/s0960-894x(01)00648-5 Papain 2
11356112 10.1021/jm000447i T-cell 2
23286284 10.1021/np300628a Cocaine esterase 1
23286284 10.1021/np300628a Liver carboxylesterase 1 1
17941623 10.1021/jm0706867 Liver carboxylesterase 1 1
38491982 10.1021/acs.jmedchem.4c00436 ADMET 1
17941623 10.1021/jm0706867 Acetylcholinesterase 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
11720861 10.1016/s0960-894x(01)00648-5 Human rhinovirus A protease 1

Data from ChEMBL 36 via Core Engine