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Compound Detail

CHEMBL456945

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Cc1c(CC#N)c(=O)oc2c3c(ccc12)OC(C)(C)[C@H](OC(=O)[C@@]12CC[C@](C)(C(=O)O1)C2(C)C)[C@@H]3OC(=O)[C@@]12CC[C@](C)(C(=O)O1)C2(C)C

Basic Information

ChEMBL ID CHEMBL456945
Phase Preclinical
Structure Type MOL
InChI Key PEILOBFERFGHAU-IIZQEREFSA-N
1
Targets
14
Activities
1
Assay Types
9
PK Parameters
9
Publications
0
Known Names

Molecular Properties

675.7
MW (Da)
5.08
ALogP
12
HBA
0
HBD
168.4
PSA (Ų)
0.23
QED
3
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C37H41NO11
MW 675.73
Aromatic Rings 2
Heavy Atoms 49
NP-Likeness 1.18

Activity Summary

EC50 14 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
EC50 8.62 6.0414 2.4 14

Pharmacokinetic Data

Parameter Value Units Species
AUC 3254.5 ng.hr.mL-1 Rattus norvegicus
AUC 5801.12 ng.hr.mL-1 Rattus norvegicus
CL 10.0 mL.min-1.kg-1 Rattus norvegicus
CL 58.0 mL.min-1.kg-1 Rattus norvegicus
F 17.8 % Rattus norvegicus
T1/2 1.617 hr Rattus norvegicus
T1/2 2.783 hr Rattus norvegicus
Vd 2.34 L.kg-1 Rattus norvegicus
Vd 8.19 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 2.4 nM 8.62 Antiviral activity against HIV1 3B infected in human H9 lymphocytes 19053755
Human immunodeficiency virus 1 EC50 = 200.0 nM 6.7 Antiviral activity against wild type HIV1 3B in human MT2 cells assessed as inhi... 19053755
Human immunodeficiency virus 1 EC50 = 430.0 nM 6.37 Antiviral activity against multidrug-resistant HIV1 with reverse transcriptase 4... 19053755
Human immunodeficiency virus 1 EC50 = 470.0 nM 6.33 Antiviral activity against HIV1 3B with X4 tropism infected human MT2 cells asse... 19053755
Human immunodeficiency virus 1 EC50 = 840.0 nM 6.08 Antiviral activity against HIV1 94UG103 isolate of subtype A with X4R5 tropism i... 19053755
Human immunodeficiency virus 1 EC50 = 870.0 nM 6.06 Antiviral activity against HIV1 BAL 93MW959 isolate of subtype C with R5 tropism... 19053755
Human immunodeficiency virus 1 EC50 = 980.0 nM 6.01 Antiviral activity against HIV1 92UG001 isolate of subtype D with X4R5 tropism i... 19053755
Human immunodeficiency virus 1 EC50 = 1510.0 nM 5.82 Antiviral activity against HIV Lai with X4 tropism infected human MT4 cells asse... 19053755
Human immunodeficiency virus 1 EC50 = 1810.0 nM 5.74 Antiviral activity against multidrug-resistant HIV1 with reverse transcriptase 4... 19053755
Human immunodeficiency virus 1 EC50 = 2180.0 nM 5.66 Antiviral activity against HIV1 93BR020 isolate of subtype F with X4R5 tropism i... 19053755
Human immunodeficiency virus 1 EC50 = 3270.0 nM 5.49 Antiviral activity against HIV1 BAL RU570 isolate of subtype G with R5 tropism i... 19053755
Human immunodeficiency virus 1 EC50 = 3930.0 nM 5.41 Antiviral activity against multidrug-resistant HIV1 with reverse transcriptase c... 19053755
Human immunodeficiency virus 1 EC50 = 5090.0 nM 5.29 Antiviral activity against HIV1 BAL 92US657 isolate of subtype B with R5 tropism... 19053755
Human immunodeficiency virus 1 EC50 = 9920.0 nM 5.0 Antiviral activity against HIV1 BAL BCF02 isolate of group O with R5 tropism in ... 19053755

Literature References

PubMed DOI Target Context # Activities
19053755 10.1021/jm8003009 Human immunodeficiency virus 1 21
19053755 10.1021/jm8003009 Rattus norvegicus 9
19053755 10.1021/jm8003009 Unchecked 5
19053755 10.1021/jm8003009 H9 1
19053755 10.1021/jm8003009 ADMET 1
19053755 10.1021/jm8003009 MT2 1
19053755 10.1021/jm8003009 MT4 1
19053755 10.1021/jm8003009 PBMC 1
19053755 10.1021/jm8003009 Caco-2 1

Data from ChEMBL 36 via Core Engine