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Compound Detail

CHEMBL269090

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CCCc1cc(=O)oc2c3c(c4c(c12)OC(C)(C)C=C4)O[C@H](C)[C@@H](C)C3=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL269090
Phase Preclinical
Structure Type MOL
InChI Key HQVBDUZROQMWRN-VXGBXAGGSA-N
9
Targets
50
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

368.4
MW (Da)
4.53
ALogP
5
HBA
0
HBD
65.7
PSA (Ų)
0.73
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H24O5
MW 368.43
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 2.31

Activity Summary

EC50 43 meas. best 6.82
IC50 7 meas. best 5.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CEM-SS
CHEMBL614548
 EC50 6.82 6.1313 150.0 15
CCRF-CEM
CHEMBL382
 EC50 6.57 6.2467 270.0 3
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.5 5.4871 320.0 14
Homo sapiens
CHEMBL372
 EC50 6.48 5.826 330.0 5
ADMET
CHEMBL612558
 EC50 6.29 6.29 510.0 1
MT2
CHEMBL614184
 EC50 6.25 5.915 560.0 2
AA5
CHEMBL614259
 EC50 5.55 5.55 2800.0 1
U-937
CHEMBL612794
 EC50 5.52 5.52 3000.0 1
CEM-SS
CHEMBL614548
 IC50 5.25 5.1033 5600.0 6
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 4.72 4.72 19000.0 1
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 EC50 4.4 4.4 40000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CEM-SS EC50 = 150.0 nM 6.82 Using the XTT assay for cell viability, effective concentration to protect human... 8893846
CEM-SS EC50 = 170.0 nM 6.77 Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CE... 9873509
CEM-SS EC50 = 170.0 nM 6.77 Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CE... 9873509
CEM-SS EC50 = 270.0 nM 6.57 Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CE... 9873509
CCRF-CEM EC50 = 270.0 nM 6.57 Compound was evaluated for the anti-HIV activity against HIV strain SK1 in CEM-S... 9873509
Human immunodeficiency virus 1 EC50 = 320.0 nM 6.5 Compound was evaluated for the antiviral activity against resistant virus isolat... 9873509
Homo sapiens EC50 = 330.0 nM 6.48 Compound was evaluated for the anti-HIV activity against HIV strain ADA in monoc... 9873509
CEM-SS EC50 = 400.0 nM 6.4 Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM... 9873509
CEM-SS EC50 = 510.0 nM 6.29 Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in C... 9873509
ADMET EC50 = 510.0 nM 6.29 Compound was evaluated for the anti-HIV activity against HIV strain BaL in monoc... 9873509
CEM-SS EC50 = 520.0 nM 6.28 Compound was evaluated for the anti-HIV activity against HIV strain IIIB in CEM-... 9873509
Human immunodeficiency virus 1 EC50 = 530.0 nM 6.28 Compound was evaluated for the antiviral activity against compound resistant vir... 9873509
MT2 EC50 = 560.0 nM 6.25 Compound was evaluated for the anti-HIV activity against HIV strain IIIB in MT2 ... 9873509
Human immunodeficiency virus 1 EC50 = 590.0 nM 6.23 Compound was evaluated for the antiviral activity against compound resistant vir... 9873509
CCRF-CEM EC50 = 620.0 nM 6.21 Compound was evaluated for the anti-HIV activity against HIV strain SK1 in CEM-S... 9873509
CEM-SS EC50 = 900.0 nM 6.05 Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM... 9873509
CEM-SS EC50 = 1000.0 nM 6.0 Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in C... 9873509
CCRF-CEM EC50 = 1090.0 nM 5.96 Compound was evaluated for the anti-HIV activity against HIV strain IIIB in CEM-... 9873509
CEM-SS EC50 = 1200.0 nM 5.92 Concentration required to protect CEM-SS cells from HIV-1 mediated cytopathicity... 9083491
Human immunodeficiency virus 1 EC50 = 1200.0 nM 5.92 Antiviral activity against HIV-1 infected in CEM-SS cells 27484512

Literature References

PubMed DOI Target Context # Activities
9873509 10.1016/s0960-894x(98)00380-1 CEM-SS 31
9873509 10.1016/s0960-894x(98)00380-1 Human immunodeficiency virus 1 23
9873509 10.1016/s0960-894x(98)00380-1 ADMET 16
9873509 10.1016/s0960-894x(98)00380-1 Homo sapiens 7
9873509 10.1016/s0960-894x(98)00380-1 CCRF-CEM 5
9873509 10.1016/s0960-894x(98)00380-1 MT2 2
9083491 10.1021/jm960355m CEM-SS 2
8893846 10.1021/jm9602827 CEM-SS 2
27484512 10.1016/j.ejmech.2016.07.056 Human immunodeficiency virus 1 1
27484512 10.1016/j.ejmech.2016.07.056 Human immunodeficiency virus type 1 reverse transcriptase 1
9083491 10.1021/jm960355m Human immunodeficiency virus type 1 reverse transcriptase 1
9083491 10.1021/jm960355m ADMET 1
8893846 10.1021/jm9602827 NON-PROTEIN TARGET 1
9873509 10.1016/s0960-894x(98)00380-1 Human immunodeficiency virus type 1 reverse transcriptase 1
9873509 10.1016/s0960-894x(98)00380-1 U-937 1
9873509 10.1016/s0960-894x(98)00380-1 AA5 1
9873509 10.1016/s0960-894x(98)00380-1 Unchecked 1
9873509 10.1016/s0960-894x(98)00380-1 B-cell 1

Data from ChEMBL 36 via Core Engine