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CHEMBL414850

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O=C(NCc1ccc(F)cc1)c1nc(N2CCCCS2(=O)=O)c2cccnc2c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL414850
Phase Preclinical
Structure Type MOL
InChI Key DIDKWCOCQJWMDJ-UHFFFAOYSA-N
11
Targets
68
Activities
4
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

430.5
MW (Da)
2.33
ALogP
6
HBA
2
HBD
112.5
PSA (Ų)
0.66
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H19FN4O4S
MW 430.46
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.67

Activity Summary

EC50 34 meas. best 8.89
IC50 32 meas. best 9.3
Kd 1 meas. best 8.48
Ki 1 meas. best 5.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 9.3 7.8481 0.5 21
Unchecked
CHEMBL612545
 IC50 9.1 8.2433 0.8 3
Human immunodeficiency virus 1
CHEMBL378
 EC50 8.89 7.789 1.3 29
Human immunodeficiency virus
CHEMBL613758
 EC50 8.7 8.6867 2.0 3
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 8.63 8.63 2.3 1
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 Kd 8.48 8.48 3.3 1
MT4
CHEMBL388
 EC50 8.44 8.44 3.6 1
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 8.3 8.3 5.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 5.96 5.96 1100.0 1
MCF7
CHEMBL387
 IC50 5.7 5.7 2000.0 1
HCT-116
CHEMBL394
 IC50 5.7 5.7 2000.0 2
MDA-MB-435
CHEMBL614697
 IC50 5.22 5.22 6000.0 1
Calcitonin gene-related peptide 1
CHEMBL5293
 Ki 5.14 5.14 7300.0 1
Calcitonin gene-related peptide 1
CHEMBL5293
 IC50 4.55 4.55 28000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.8 mL.min-1.kg-1 Rattus norvegicus
CL 2.0 mL.min-1.kg-1 Canis lupus familiaris
CL 6.6 mL.min-1.kg-1 Macaca mulatta
F 41.0 % Rattus norvegicus
F 24.0 % Canis lupus familiaris
F 51.0 % Macaca mulatta
T1/2 1.2 hr Rattus norvegicus
T1/2 2.9 hr Canis lupus familiaris
T1/2 0.7 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus type 1 integrase IC50 = 0.5 nM 9.3 In vitro concentration required to inhibit the overall HIV-1 integrase strand tr... 16250669
Human immunodeficiency virus type 1 integrase IC50 = 0.5 nM 9.3 Inhibition of HIV1 integrase using labelled oligonucleotide substrate by ELISA 18351727
Human immunodeficiency virus type 1 integrase IC50 = 0.5 nM 9.3 Inhibition of HIV1 integrase 19053754
Unchecked IC50 = 0.8 nM 9.1 Inhibition of HIV1 recombinant GST/His-tagged integrase strand transfer activity... 27810592
Human immunodeficiency virus 1 EC50 = 1.3 nM 8.89 Antiviral activity against HIV1 infected in SupT1 cells assessed as accumulation... 19104010
Human immunodeficiency virus EC50 = 2.0 nM 8.7 Antiviral activity against HIV by pseudo-type HIV assay 19217781
Human immunodeficiency virus 1 EC50 = 2.0 nM 8.7 Antiviral activity against HIV1 3B infected in human MT-2 cells by two fold dilu... 19104010
Human immunodeficiency virus EC50 = 2.0 nM 8.7 Antiviral activity against HIV infected in human MT4 cells assessed as suppressi... 26509831
Human immunodeficiency virus EC50 = 2.2 nM 8.66 Antiviral activity against vesicular stomatitis virus G-pseudotyped Human immuno... 18160521
Human immunodeficiency virus type 1 integrase IC50 = 2.3 nM 8.64 Inhibition of Human immunodeficiency virus 1 integrase 18541726
NON-PROTEIN TARGET EC50 = 2.33 nM 8.63 Antiviral activity against HIV1 3B infected in human C8166 cells assessed as red... 27810592
Human immunodeficiency virus type 1 integrase IC50 = 2.5 nM 8.6 In vitro concentration required to inhibit the HIV-1 integrase strand transfer 16250669
Human immunodeficiency virus type 1 integrase IC50 = 2.5 nM 8.6 Inhibition of HIV1 integrase strand transfer activity using labelled oligonucleo... 18351727
Human immunodeficiency virus type 1 integrase IC50 = 2.5 nM 8.6 Inhibition of HIV1 integrase strand transfer activity 19053754
Human immunodeficiency virus 1 EC50 = 3.0 nM 8.52 Antiviral activity against 0.001 MOI HIV1 BAL infected in human T lymphocyte cel... 19104010
Human immunodeficiency virus 1 EC50 = 3.0 nM 8.52 Antiviral activity against Human immunodeficiency virus 1 Ba-L infected in human... 18160521
Human immunodeficiency virus type 1 integrase Kd = 3.3 nM 8.48 Displacement of 20 nM [3H]GSK304649 from Human immunodeficiency virus 1 integras... 18160521
MT4 EC50 = 3.6 nM 8.44 Antiviral activity against HIV1 3b in human MT4 cells 16509568
Human immunodeficiency virus 1 EC50 = 3.8 nM 8.42 Antiviral activity against HIV1 3B in MT2 cells 16723225
Human immunodeficiency virus 1 EC50 = 4.0 nM 8.4 Antiviral activity against HIV 1 NL4.3 assessed as inhibition of virus-induced c... 18378713

Literature References

PubMed DOI Target Context # Activities
19104010 10.1128/aac.00984-08 Human immunodeficiency virus 1 44
18378713 10.1128/aac.00911-07 Human immunodeficiency virus 1 13
19651917 10.1128/aac.00397-09 Human immunodeficiency virus 1 12
18763751 10.1021/jm800245z Human immunodeficiency virus 1 9
17194584 10.1016/j.bmcl.2006.11.080 Human immunodeficiency virus 1 9
18351727 10.1021/jm7011134 Human immunodeficiency virus type 1 integrase 6
18541726 10.1128/aac.00210-08 Human immunodeficiency virus 5
18160521 10.1128/aac.01218-07 Human immunodeficiency virus 1 5
16250669 10.1021/jm050549e Human immunodeficiency virus type 1 integrase 4
19053754 10.1021/jm8007085 Human immunodeficiency virus type 1 integrase 4
19104010 10.1128/aac.00984-08 Unchecked 3
17194584 10.1016/j.bmcl.2006.11.080 Rhesus monkey 3
17194584 10.1016/j.bmcl.2006.11.080 Canis familiaris 3
17194584 10.1016/j.bmcl.2006.11.080 Rattus norvegicus 3
18160521 10.1128/aac.01218-07 Human immunodeficiency virus type 1 integrase 3
18541726 10.1128/aac.00210-08 Human immunodeficiency virus type 1 integrase 2
17194584 10.1016/j.bmcl.2006.11.080 No relevant target 2
16723225 10.1016/j.bmcl.2006.05.016 Human immunodeficiency virus 1 2
16509568 10.1021/jm0600139 MT4 2
16250669 10.1021/jm050549e MT4 2

Data from ChEMBL 36 via Core Engine