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Compound Detail

CHEMBL414640

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CSC[C@H](NC(=O)COc1cccc2cnccc12)C(=O)N[C@@H](Cc1ccccc1)[C@H](O)C(=O)N1CSC[C@H]1C(=O)NC(C)(C)C

Basic Information

ChEMBL ID CHEMBL414640
Phase Preclinical
Structure Type MOL
InChI Key NJBBLOIWMSYVCQ-VZTVMPNDSA-N
5
Targets
16
Activities
3
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

667.9
MW (Da)
2.37
ALogP
9
HBA
4
HBD
150.0
PSA (Ų)
0.22
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C33H41N5O6S2
MW 667.85
Aromatic Rings 3
Heavy Atoms 46
NP-Likeness -0.57

Activity Summary

EC50 13 meas. best 9.24
Ki 2 meas. best 9.13
IC50 1 meas. best 8.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MT4
CHEMBL388
EC50 9.24 9.24 0.6 1
Human immunodeficiency virus type 1 protease
CHEMBL243
Ki 9.13 9.13 0.7 1
Human immunodeficiency virus type 1 protease
CHEMBL243
IC50 8.19 8.19 6.5 1
Human immunodeficiency virus 1
CHEMBL378
EC50 7.7 7.0082 20.0 11
CEM-SS
CHEMBL614548
EC50 7.4 7.4 40.0 1
Plasmepsin II
CHEMBL4414
Ki 6.0 6.0 1000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MT4 EC50 = 0.57 nM 9.24 Inhibitory activity against HIV-1 IIIB in MT-4 infected cells 10206539
Human immunodeficiency virus type 1 protease Ki = 0.74 nM 9.13 Inhibition of HIV1 protease 36096342
Human immunodeficiency virus type 1 protease IC50 = 6.5 nM 8.19 Inhibition of HIV1 protease 36096342
Human immunodeficiency virus 1 EC50 = 20.0 nM 7.7 Antiviral activity against HIV1 RF in human H9 cells assessed as inhibition of v... 11430019
Human immunodeficiency virus 1 EC50 = 22.0 nM 7.66 Antiviral activity against HIV1 3B in MT4 cells by MTT assay 17537628
Human immunodeficiency virus 1 EC50 = 22.0 nM 7.66 Antiviral activity against HIV1 3B in human MT4 cells assessed as inhibition of ... 18426195
Human immunodeficiency virus 1 EC50 = 22.0 nM 7.66 Antiviral activity against HIV1 3B in presence of 10% fetal calf serum 18426195
Human immunodeficiency virus 1 EC50 = 36.0 nM 7.44 Antiviral activity against wild type HIV1 NL432 18426195
CEM-SS EC50 = 40.0 nM 7.4 Inhibitory activity against HIV-1 IIIB in CEM-SS infected cells 10206539
Human immunodeficiency virus 1 EC50 = 84.0 nM 7.08 Antiviral activity against nelfinavir-resistant HIV1 NL432 18426195
Human immunodeficiency virus 1 EC50 = 176.0 nM 6.75 Antiviral activity against wild-type HIV1 3B infected in human MT4 cells assesse... 29852069
Human immunodeficiency virus 1 EC50 = 201.0 nM 6.7 Antiviral activity against ritonavir-resistant HIV1 NL432 18426195
Human immunodeficiency virus 1 EC50 = 237.0 nM 6.62 Antiviral activity against ritonavir and nelfinavir-resistant HIV1 NL432 18426195
Human immunodeficiency virus 1 EC50 = 529.0 nM 6.28 Antiviral activity against HIV1 3B in presence of 10% fetal calf serum and alpha... 18426195
Plasmepsin II Ki = 1000.0 nM 6.0 Inhibition of Plasmodium falciparum plasmepsin-2 17400453
Human immunodeficiency virus 1 EC50 = 2881.0 nM 5.54 Antiviral activity against wild-type HIV1 3B infected in human MT4 cells assesse... 29852069

Literature References

PubMed DOI Target Context # Activities
18426195 10.1021/jm701555p Human immunodeficiency virus 1 11
29852069 10.1021/acs.jmedchem.7b01709 Human immunodeficiency virus 1 3
36096342 10.1016/j.bmcl.2022.128983 Human immunodeficiency virus type 1 protease 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
17537628 10.1016/j.bmcl.2007.05.039 Unchecked 2
11430019 10.1021/np0003995 ADMET 1
29852069 10.1021/acs.jmedchem.7b01709 Protease 1
18426195 10.1021/jm701555p Unchecked 1
18426195 10.1021/jm701555p MT4 1
18426195 10.1021/jm701555p Protease 1
10206539 10.1016/s0960-894x(99)00089-x Human immunodeficiency virus type 1 protease 1
11430019 10.1021/np0003995 Human immunodeficiency virus 1 1
17537628 10.1016/j.bmcl.2007.05.039 MT4 1
17537628 10.1016/j.bmcl.2007.05.039 Human immunodeficiency virus 1 1
17400453 10.1016/j.bmcl.2007.03.052 Plasmepsin II 1
10206539 10.1016/s0960-894x(99)00089-x CEM-SS 1
10206539 10.1016/s0960-894x(99)00089-x MT4 1

Data from ChEMBL 36 via Core Engine