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Compound Detail

CHEMBL2380932

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CC[C@H](C)[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(C)=O)[C@@H](C)CC)[C@@H](C)O)[C@@H](C)CC)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(N)=O

Basic Information

ChEMBL ID CHEMBL2380932
Phase Preclinical
Structure Type BOTH
InChI Key LYBUYLOGJNQDIK-PXUYJNPLSA-N
3
Targets
23
Activities
3
Assay Types
1
PK Parameters
9
Publications
0
Known Names

Molecular Properties

4289.7
MW (Da)

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C186H283N51O64S
MW 4289.67

Activity Summary

EC50 17 meas. best 10.0
IC50 5 meas. best 8.35
Kd 1 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
EC50 10.0 8.1931 0.1 16
GP41
CHEMBL3559676
EC50 8.89 8.89 1.3 1
Human immunodeficiency virus 1
CHEMBL378
IC50 8.35 7.6325 4.5 4
Unchecked
CHEMBL612545
Kd 7.16 7.16 69.9 1
GP41
CHEMBL3559676
IC50 5.55 5.55 2840.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 7.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 0.1 nM 10.0 Antiviral activity against HIV-1 SF33 infected in human TZM-bl cells assessed as... 38364308
Human immunodeficiency virus 1 EC50 = 1.19 nM 8.92 Anti-HIV-1 activity against HIV1 BaL (subtype B, R5) assessed as inhibition of i... 34261320
GP41 EC50 = 1.3 nM 8.89 Inhibition of HIV1 gp41-induced cell-cell fusion between viral envelope expressi... 25156906
Human immunodeficiency virus 1 EC50 = 1.34 nM 8.87 Anti-HIV-1 activity against laboratory adapted HIV1 IIIB (B, X4) assessed as inh... 34261320
Human immunodeficiency virus 1 EC50 = 1.62 nM 8.79 Anti-HIV-1 activity against laboratory adapted HIV1 IIIB (B, X4) assessed as inh... 34261320
Human immunodeficiency virus 1 EC50 = 2.1 nM 8.68 Anti-HIV-1 activity against clinical isolate HIV1 MN/H9 (A, X4) assessed as inhi... 34261320
Human immunodeficiency virus 1 EC50 = 3.65 nM 8.44 Anti-HIV-1 activity against T20-sensitive HIV1 D36G assessed as inhibition of in... 34261320
Human immunodeficiency virus 1 IC50 = 4.46 nM 8.35 Antiviral activity against HIV1 HXB2 infected in HEK293T cells by luciferase rep... 23522564
Human immunodeficiency virus 1 EC50 = 6.9 nM 8.16 Anti-HIV-1 activity against clinical isolate HIV1 BCF02 (O, R5) assessed as inhi... 34261320
Human immunodeficiency virus 1 EC50 = 7.6 nM 8.12 Anti-HIV-1 activity against clinical isolate HIV1 93/BR/020 (F, X4/R5) assessed ... 34261320
Human immunodeficiency virus 1 EC50 = 12.97 nM 7.89 Anti-HIV-1 activity against T20 resistant HIV1 V38A/N427 assessed as inhibition ... 34261320
Human immunodeficiency virus 1 EC50 = 13.74 nM 7.86 Anti-HIV-1 activity against T20-resistant HIV1 V38E/N42S assessed as inhibition ... 34261320
Human immunodeficiency virus 1 EC50 = 18.4 nM 7.74 Anti-HIV-1 activity against clinical isolate HIV1 97TH_NP1525 (CRF01_AE, X4/R5) ... 34261320
Human immunodeficiency virus 1 EC50 = 20.35 nM 7.69 Anti-HIV-1 activity against T20 resistant HIV1 N427/N43K assessed as inhibition ... 34261320
Human immunodeficiency virus 1 EC50 = 22.1 nM 7.66 Anti-HIV-1 activity against clinical isolate HIV1 BZ167/GS010 (B, X4) assessed a... 34261320
Human immunodeficiency virus 1 EC50 = 24.0 nM 7.62 Anti-HIV-1 activity against clinical isolate HIV1 00TZ_A125 (C, R5) assessed as ... 34261320
Human immunodeficiency virus 1 EC50 = 30.2 nM 7.52 Anti-HIV-1 activity against clinical isolate HIV1 92UG024 (D, X4) assessed as in... 34261320
Human immunodeficiency virus 1 IC50 = 35.97 nM 7.44 Antiviral activity against HIV1 SF162 infected in HEK293T cells by luciferase re... 23522564
Human immunodeficiency virus 1 IC50 = 36.43 nM 7.44 Antiviral activity against HIV1 JRFL infected in HEK293T cells by luciferase rep... 23522564
Human immunodeficiency virus 1 IC50 = 49.73 nM 7.3 Antiviral activity against HIV1 CNE3 infected in HEK293T cells by luciferase rep... 23522564

Literature References

PubMed DOI Target Context # Activities
34261320 10.1021/acs.jmedchem.1c00781 Human immunodeficiency virus 1 15
25156906 10.1021/jm500763m GP41 5
23522564 10.1016/j.bmcl.2013.02.071 Human immunodeficiency virus 1 4
38364308 10.1021/acs.jmedchem.4c00116 Human immunodeficiency virus 1 3
38364308 10.1021/acs.jmedchem.4c00116 ADMET 2
34261320 10.1021/acs.jmedchem.1c00781 Unchecked 1
38364308 10.1021/acs.jmedchem.4c00116 No relevant target 1
38364308 10.1021/acs.jmedchem.4c00116 Unchecked 1
38364308 10.1021/acs.jmedchem.4c00116 TZM 1

Data from ChEMBL 36 via Core Engine