Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1229713

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Cc1[nH]c2ccccc2c1CC(=O)N[C@@H](Cc1ccccc1)C(=O)N(C)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1229713
Phase Preclinical
Structure Type MOL
InChI Key ACDFWSNAQWFRRF-VWLOTQADSA-N
3
Targets
37
Activities
4
Assay Types
22
PK Parameters
20
Publications
0
Known Names

Molecular Properties

425.5
MW (Da)
4.41
ALogP
2
HBA
2
HBD
65.2
PSA (Ų)
0.46
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H27N3O2
MW 425.53
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -0.94

Activity Summary

Kd 15 meas. best 7.21
EC50 11 meas. best 6.55
IC50 10 meas. best 7.25
Ki 1 meas. best 6.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 IC50 7.25 6.65 56.0 8
Unchecked
CHEMBL612545
 Kd 7.21 6.365 61.5 4
Structural capsid protein
CHEMBL2366504
 Kd 7.19 6.0482 64.3 11
Structural capsid protein
CHEMBL2366504
 Ki 6.92 6.92 120.0 1
Structural capsid protein
CHEMBL2366504
 IC50 6.66 5.855 220.0 2
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.55 5.9082 280.0 11

Pharmacokinetic Data

Parameter Value Units Species
CL 1080.3 mL.min-1.g-1 Homo sapiens
CL 972.3 mL.min-1.kg-1 Homo sapiens
CL 2403.0 mL.min-1.g-1 Homo sapiens
CL 2162.7 mL.min-1.kg-1 Homo sapiens
CL 2862.5 mL.min-1.g-1 Homo sapiens
CL 2576200.0 mL.min-1.g-1 Homo sapiens
CL 2576.2 mL.min-1.kg-1 Homo sapiens
CL 2862.5 mL.min-1.g-1 Homo sapiens
Ka 4.75 10^5/M/s Human immunodeficiency virus 1
T1/2 3.685 hr Homo sapiens
T1/2 0.02167 hr Homo sapiens
T1/2 0.01 hr Homo sapiens
T1/2 6.0 hr Homo sapiens
T1/2 6.0 hr Mus musculus
T1/2 0.01167 hr Homo sapiens
T1/2 0.01 hr Mus musculus
T1/2 1.517 hr Homo sapiens
T1/2 0.5667 hr Mus musculus
T1/2 0.008333 hr Homo sapiens
T1/2 0.008333 hr Homo sapiens
T1/2 0.008333 hr Homo sapiens
T1/2 0.05 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 IC50 = 56.0 nM 7.25 Antiviral activity against HIV1 Env-pseudotyped virus in human U87.CD4.CCR5 targ... 32298111
Human immunodeficiency virus 1 IC50 = 56.0 nM 7.25 Antiviral activity against HIV1 NL4-3 Env-deficient pseudotype virus infected in... 32066010
Unchecked Kd = 61.5 nM 7.21 Binding affinity to hexameric C-terminal His-tagged HIV1 NL4-3 capsid protein A1... 33750123
Structural capsid protein Kd = 64.3 nM 7.19 Binding affinity to HIV1 NL4-3 hexameric capsid protein by surface plasmon reson... 30243152
Human immunodeficiency virus 1 IC50 = 80.0 nM 7.1 Antiviral activity against HIV1 NL4-3 Env-deficient pseudotype virus infected in... 33750123
Unchecked Kd = 92.8 nM 7.03 Binding affinity to HIV1 NL4-3 capsid protein hexamer assessed as dissociation c... 32066010
Structural capsid protein Kd = 93.0 nM 7.03 Binding affinity to HIV1 NL4-3 capsid protein hexamer by SPR analysis 32298111
Human immunodeficiency virus 1 IC50 = 100.0 nM 7.0 Antiviral activity against ENV pseudotyped HIV1 B41 infected in human U87 cells ... 30243152
Structural capsid protein Ki = 120.0 nM 6.92 Binding affinity to HIV1 NL4-3 capsid N-terminal domain by isothermal titration ... 26685880
Structural capsid protein Kd = 160.0 nM 6.8 Binding affinity to HIV1 capsid protein hexamer assessed as dissociation constan... 34592608
Structural capsid protein Kd = 159.0 nM 6.8 Binding affinity to HIV-1 NL4-3 capsid protein hexamer assessed as dissociation ... 34653770
Structural capsid protein IC50 = 220.0 nM 6.66 Displacement of CPSF6 peptide from HIV1 capsid protein by surface plasmon resona... 34592608
Human immunodeficiency virus 1 IC50 = 230.0 nM 6.64 Antiviral activity against HIV1 NL4-3 Env-deficient pseudotype virus infected in... 32066010
Human immunodeficiency virus 1 IC50 = 230.0 nM 6.64 Antiviral activity against HIV1 Env-pseudotyped virus in human U87.CD4.CCR5 targ... 32298111
Human immunodeficiency virus 1 EC50 = 280.0 nM 6.55 Antiviral activity against HIV1 NL4-3 infected in human TZM-bl cells assessed as... 32066010
Human immunodeficiency virus 1 EC50 = 520.0 nM 6.28 Antiviral activity against HIV1 NL4-3 infected in human TZM-bl cells assessed as... 32298111
Human immunodeficiency virus 1 EC50 = 570.0 nM 6.24 Antiviral activity against HIV 1 NL4-3 infected in human MT2 cells assessed as i... 33751981
Human immunodeficiency virus 1 IC50 = 570.0 nM 6.24 Antiviral activity against HIV-1 NL4-3 infected in human MT4 cells assessed as r... 37393791
Human immunodeficiency virus 1 EC50 = 610.0 nM 6.21 Antiviral activity against HIV1 NL4-3 infected in human TZM-GFP cells assessed a... 32438252
Human immunodeficiency virus 1 EC50 = 750.0 nM 6.12 Antiviral activity against wild type HIV-1 IIIB infected in human MT4 cells asse... 34592608

Literature References

PubMed DOI Target Context # Activities
32066010 10.1016/j.ejmech.2020.112085 ADMET 9
34592608 10.1016/j.ejmech.2021.113848 ADMET 8
34653770 10.1016/j.ejmech.2021.113903 ADMET 7
32298111 10.1021/acs.jmedchem.0c00015 Human immunodeficiency virus 1 7
32298111 10.1021/acs.jmedchem.0c00015 ADMET 7
32438252 10.1016/j.ejmech.2020.112427 ADMET 6
34592608 10.1016/j.ejmech.2021.113848 Structural capsid protein 5
26685880 10.1021/acs.jmedchem.5b01089 Structural capsid protein 4
32066010 10.1016/j.ejmech.2020.112085 Unchecked 4
32066010 10.1016/j.ejmech.2020.112085 Human immunodeficiency virus 1 4
34653770 10.1016/j.ejmech.2021.113903 Structural capsid protein 4
32298111 10.1021/acs.jmedchem.0c00015 Structural capsid protein 4
34592608 10.1016/j.ejmech.2021.113848 Human immunodeficiency virus 1 4
33750123 10.1021/acs.jmedchem.0c01810 Unchecked 4
32298111 10.1021/acs.jmedchem.0c00015 Unchecked 3
30243152 10.1016/j.ejmech.2018.09.029 Structural capsid protein 3
30243152 10.1016/j.ejmech.2018.09.029 Human immunodeficiency virus 1 3
26747394 10.1016/j.bmcl.2015.12.087 Unchecked 3
33750123 10.1021/acs.jmedchem.0c01810 ADMET 2
34653770 10.1016/j.ejmech.2021.113903 Human immunodeficiency virus 1 2

Data from ChEMBL 36 via Core Engine