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Compound Detail

CHEMBL336293

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O=C(C(=O)N1CCN(C(=O)c2ccccc2)CC1)c1c[nH]c2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL336293
Phase Preclinical
Structure Type MOL
InChI Key GCCPYLCLTHXPRB-UHFFFAOYSA-N
3
Targets
20
Activities
1
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

361.4
MW (Da)
2.34
ALogP
3
HBA
1
HBD
73.5
PSA (Ų)
0.57
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19N3O3
MW 361.40
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.94

Activity Summary

EC50 20 meas. best 7.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 7.07 6.5 86.0 4
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.83 6.3013 149.0 15
Human immunodeficiency virus 2
CHEMBL380
 EC50 6.07 6.07 850.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 57.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 2869.4 nM Rattus norvegicus
F 29.0 % Rattus norvegicus
MRT 0.4333 hr Rattus norvegicus
T1/2 0.5 hr Rattus norvegicus
T1/2 2.717 hr Rattus norvegicus
T1/2 1.667 hr Rattus norvegicus
T1/2 1.667 hr Homo sapiens
Tmax 0.55 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 86.0 nM 7.07 Inhibitory activity of compound against LAI (T) tropic virus that utilizes the C... 13678401
Human immunodeficiency virus 1 EC50 = 149.0 nM 6.83 Inhibitory activity of compound against TLAV (dual) virus that utilizes both CXR... 13678401
Human immunodeficiency virus 1 EC50 = 152.97 nM 6.82 Antiviral activity against pseudotype HIV1 JRFL infected in human HeLa67 cells e... 19251416
Human immunodeficiency virus 1 EC50 = 153.0 nM 6.82 Antiviral activity against HIV1 infected human HeLa67 cells coexpressing JRFL-LU... 19632112
Unchecked EC50 = 152.97 nM 6.82 Inhibition of HIV1 gp120 binding to CD4 in human HeLa cells by cell fusion assay 20149491
Unchecked EC50 = 151.36 nM 6.82 Inhibition of HIV1 gp120 binding to CD4 in human HeLa cells by cell fusion assay 20149491
Human immunodeficiency virus 1 EC50 = 153.0 nM 6.82 Antiviral activity against HIV1 JRFL pseudotyped virus infected in HeLa CD4+ CCR... 23200249
Human immunodeficiency virus 1 EC50 = 153.0 nM 6.82 Antiviral activity against HIV1 29271653
Human immunodeficiency virus 1 EC50 = 153.0 nM 6.82 Antiviral activity against ENV pseudotyped HIV1 JFRL infected in human HeLa67 ce... 30940396
Human immunodeficiency virus 1 EC50 = 230.0 nM 6.64 Inhibitory activity of compound against SF-162 (M) Macrophage tropic virus that ... 13678401
Human immunodeficiency virus 1 EC50 = 850.0 nM 6.07 Antiviral activity against HIV1 TLAV 26116177
Human immunodeficiency virus 2 EC50 = 850.0 nM 6.07 Antiviral activity against HIV2 LAI 26116177
Human immunodeficiency virus 1 EC50 = 850.0 nM 6.07 Antiviral activity against HIV1 SF2 26116177
Human immunodeficiency virus 1 EC50 = 850.0 nM 6.07 Antiviral activity against HIV1 NL4-3 26116177
Human immunodeficiency virus 1 EC50 = 850.0 nM 6.07 Antiviral activity against HIV1 BAL 26116177
Human immunodeficiency virus 1 EC50 = 850.0 nM 6.07 Antiviral activity against HIV1 SF162 26116177
Human immunodeficiency virus 1 EC50 = 850.0 nM 6.07 Antiviral activity against HIV1 JRFL 26116177
Human immunodeficiency virus 1 EC50 = 1030.0 nM 5.99 Inhibitory activity of compound against SF-2 (T) tropic virus that utilizes the ... 13678401
Unchecked EC50 = 5130.0 nM 5.29 Inhibitory activity of compound against NL4-3 (T) tropic virus that utilizes the... 13678401
Human immunodeficiency virus 1 EC50 = 28700.0 nM 4.54 Inhibitory activity of compound against BAl (M) Macrophage tropic virus that uti... 13678401

Literature References

PubMed DOI Target Context # Activities
19251416 10.1016/j.bmcl.2009.02.040 Rattus norvegicus 8
13678401 10.1021/jm034082o Human immunodeficiency virus 1 7
26116177 10.1016/j.bmc.2015.06.016 Human immunodeficiency virus 1 6
29920093 10.1021/acs.jmedchem.8b00759 ADMET 3
13678401 10.1021/jm034082o Unchecked 2
20149491 10.1016/j.ejmech.2010.01.011 Unchecked 2
30940396 10.1016/j.bmcl.2019.03.018 Human immunodeficiency virus 1 1
30940396 10.1016/j.bmcl.2019.03.018 MT2 1
29271653 10.1021/acs.jmedchem.7b01337 Simian immunodeficiency virus 1
29271653 10.1021/acs.jmedchem.7b01337 Human immunodeficiency virus 2 1
29271653 10.1021/acs.jmedchem.7b01337 Human immunodeficiency virus 1 1
26116177 10.1016/j.bmc.2015.06.016 Human immunodeficiency virus 2 1
23200249 10.1016/j.bmcl.2012.10.117 Human immunodeficiency virus 1 1
23200249 10.1016/j.bmcl.2012.10.117 HeLa 1
19632112 10.1016/j.bmcl.2009.07.027 ADMET 1
19632112 10.1016/j.bmcl.2009.07.027 Human immunodeficiency virus 1 1
19251416 10.1016/j.bmcl.2009.02.040 Caco-2 1
19251416 10.1016/j.bmcl.2009.02.040 ADMET 1
19251416 10.1016/j.bmcl.2009.02.040 Human immunodeficiency virus 1 1
13678401 10.1021/jm034082o NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine