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Compound Detail

CHEMBL173395

ATRANORIN
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COC(=O)c1c(C)cc(OC(=O)c2c(C)cc(O)c(C=O)c2O)c(C)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL173395
Name ATRANORIN
Phase Preclinical
Structure Type MOL
InChI Key YLOYKYXNDHOHHT-UHFFFAOYSA-N
4
Targets
8
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

374.4
MW (Da)
2.55
ALogP
8
HBA
3
HBD
130.4
PSA (Ų)
0.42
QED
0
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 C19H18O8
MW 374.35
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.90

Activity Summary

IC50 8 meas. best 5.94

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin E synthase
CHEMBL5658
 IC50 5.94 5.94 1150.0 1
PMNL
CHEMBL613706
 IC50 5.22 5.22 6000.0 1
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 4.44 4.305 36000.0 4
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 IC50 4.2 4.2 63500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin E synthase IC50 = 1150.0 nM 5.94 Inhibition of mPGES1 in human A549 cell microsomal membrane using pGH2 as substr... 29329790
PMNL IC50 = 6000.0 nM 5.22 Inhibition of LTB4 biosynthesis in A-23187-stimulated bovine PMNL cells 10395494
Human immunodeficiency virus type 1 integrase IC50 = 36000.0 nM 4.44 Inhibitory concentration of compound against strand transfer of HIV-1 integrase ... 9083483
Human immunodeficiency virus type 1 integrase IC50 = 44000.0 nM 4.36 Inhibitory concentration of compound against strand transfer of HIV-1 integrase ... 9083483
Human immunodeficiency virus type 1 integrase IC50 = 61000.0 nM 4.21 Inhibitory concentration of compound against 3'-processing of HIV-1 integrase in... 9083483
Human immunodeficiency virus type 1 integrase IC50 = 62400.0 nM 4.21 Inhibitory concentration of compound against 3'-processing of HIV-1 integrase in... 9083483
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 63500.0 nM 4.2 Inhibition of PTP1B 19362837

Literature References

PubMed DOI Target Context # Activities
9083483 10.1021/jm960759e Human immunodeficiency virus type 1 integrase 7
21351753 10.1021/jf1049613 Globisporangium debaryanum 4
21351753 10.1021/jf1049613 Pythium aphanidermatum 4
21351753 10.1021/jf1049613 Fusarium udum 4
21351753 10.1021/jf1049613 Macrophomina phaseolina 4
21351753 10.1021/jf1049613 Rhizoctonia solani 4
21351753 10.1021/jf1049613 Athelia rolfsii 4
- 10.1016/0305-1978(94)90001-9 Spodoptera littoralis 4
10395494 10.1021/np9803777 Unchecked 2
10395495 10.1021/np980378z HaCaT 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
29019405 10.1021/acs.jnatprod.6b01046 Candida albicans 1
32738998 10.1016/j.bmcl.2020.127359 Unchecked 1
29329790 10.1016/j.ejmech.2017.12.059 Prostaglandin E synthase 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
19362837 10.1016/j.bmcl.2009.03.108 Tyrosine-protein phosphatase non-receptor type 1 1
10395494 10.1021/np9803777 Radical scavenging activity 1
10395494 10.1021/np9803777 PMNL 1

Data from ChEMBL 36 via Core Engine