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Compound Detail

CHEMBL470508

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COC(=O)N[C@H](C(=O)N[C@H](Cc1ccc(-c2ccccn2)cc1)C[C@H](O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N1CCN(Cc2cccc(C(C)(C)O)n2)C1=O)C(C)(C)C)C(C)(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL470508
Phase Preclinical
Structure Type MOL
InChI Key NMNZCBCNNBOZGJ-MTXKAQRHSA-N
4
Targets
18
Activities
2
Assay Types
11
PK Parameters
17
Publications
0
Known Names

Molecular Properties

864.1
MW (Da)
6.00
ALogP
9
HBA
5
HBD
186.3
PSA (Ų)
0.08
QED
2
Ro5 Violations
17
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C49H65N7O7
MW 864.10
Aromatic Rings 4
Heavy Atoms 63
NP-Likeness -0.11

Activity Summary

EC50 14 meas. best 8.52
Ki 4 meas. best 10.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 10.85 10.85 0.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 8.52 7.9014 3.0 14
Cytochrome P450 3A4
CHEMBL340
 Ki 7.18 7.18 66.0 1
Cathepsin D
CHEMBL2581
 Ki 6.27 6.27 540.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12930.0 ng.hr.mL-1 Rattus norvegicus
AUC 180.0 ng.hr.mL-1 Rattus norvegicus
AUC 6720.0 ng.hr.mL-1 Canis lupus familiaris
AUC 10640.0 ng.hr.mL-1 Canis lupus familiaris
AUC 20.0 ng.hr.mL-1 Canis lupus familiaris
CL 22.5 mL.min-1.kg-1 Rattus norvegicus
Cmax 46.29 nM Canis lupus familiaris
Cmax 2569.15 nM Canis lupus familiaris
Cmax 2962.62 nM Canis lupus familiaris
F 4.9 % Rattus norvegicus
T1/2 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.014 nM 10.85 Inhibition of HIV protease 19323562
Human immunodeficiency virus 1 EC50 = 3.0 nM 8.52 Antiviral activity against wild-type HIV1 pNL4-3 infected in human MT4 cells ass... 18212102
Human immunodeficiency virus 1 EC50 = 3.0 nM 8.52 Antiviral activity against wild type HIV1 pNL4-3 infected in human MT4 cells ass... 21899332
Human immunodeficiency virus 1 EC50 = 3.0 nM 8.52 Antiviral activity against wild-type HIV1 pNL4-3 infected in human MT4 cells aft... 19323562
Human immunodeficiency virus 1 EC50 = 5.0 nM 8.3 Antiviral activity against wild-type HIV1 RF infected in human MT4 cells assesse... 18212102
Human immunodeficiency virus 1 EC50 = 10.0 nM 8.0 Antiviral activity against HIV1 bearing protease gene with A17 mutation infected... 19323562
Human immunodeficiency virus 1 EC50 = 10.0 nM 8.0 Antiviral activity against HIV1 A17 infected in human MT4 cells harboring protea... 18212102
Human immunodeficiency virus 1 EC50 = 19.0 nM 7.72 Antiviral activity against wild-type HIV1 pNL4-3 infected in human MT4 cells aft... 19323562
Human immunodeficiency virus 1 EC50 = 19.0 nM 7.72 Antiviral activity against wild type HIV1 pNL4-3 infected in human MT4 cells ass... 21899332
Human immunodeficiency virus 1 EC50 = 20.0 nM 7.7 Antiviral activity against wild-type HIV1 pNL4-3 infected in human MT4 cells ass... 18212102
Human immunodeficiency virus 1 EC50 = 22.0 nM 7.66 Antiviral activity against wild-type HIV1 pNL4-3 infected in human MT4 cells ass... 18212102
Human immunodeficiency virus 1 EC50 = 22.0 nM 7.66 Antiviral activity against HIV1 B26 infected in human MT4 cells harboring protea... 18212102
Human immunodeficiency virus 1 EC50 = 25.0 nM 7.6 Antiviral activity against HIV1 bearing protease gene with B26 mutation infected... 19323562
Human immunodeficiency virus 1 EC50 = 45.0 nM 7.35 Antiviral activity against HIV1 bearing protease gene with P25 mutation infected... 19323562
Human immunodeficiency virus 1 EC50 = 45.0 nM 7.35 Antiviral activity against HIV1 P25 infected in human MT4 cells harboring protea... 18212102
Cytochrome P450 3A4 Ki = 66.0 nM 7.18 Inhibition of CYP3A4 assessed as midazolam 1'- hydroxylation 19323562
Cathepsin D Ki = 540.0 nM 6.27 Inhibition of cathepsin D 19323562

Literature References

PubMed DOI Target Context # Activities
18212102 10.1128/aac.01132-07 Human immunodeficiency virus 1 44
19323562 10.1021/jm900044w Canis familiaris 8
19323562 10.1021/jm900044w Rattus norvegicus 6
21899332 10.1021/jm201109t Human immunodeficiency virus 1 6
19323562 10.1021/jm900044w Human immunodeficiency virus 1 6
19323562 10.1021/jm900044w Unchecked 5
19323562 10.1021/jm900044w Liver microsomes 3
19323562 10.1021/jm900044w Renin 1
19323562 10.1021/jm900044w Cytochrome P450 1A2 1
19323562 10.1021/jm900044w Cytochrome P450 2C9 1
19323562 10.1021/jm900044w Cytochrome P450 2C19 1
19323562 10.1021/jm900044w Cytochrome P450 2D6 1
19323562 10.1021/jm900044w Plasma 1
19323562 10.1021/jm900044w Cytochrome P450 3A4 1
19323562 10.1021/jm900044w Serum 1
19323562 10.1021/jm900044w No relevant target 1
19323562 10.1021/jm900044w Cathepsin D 1

Data from ChEMBL 36 via Core Engine