Compound Detail

CHEMBL499273

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O=C(O)/C(O)=C/C(=O)c1cccn1Cc1ccc(F)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL499273
Phase	Preclinical
Structure Type	MOL
InChI Key	ZATVFZMUEJNYTF-ZSOIEALJSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

289.3

MW (Da)

2.38

ALogP

HBA

HBD

79.5

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H12FNO4
MW	289.26
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	-0.90

Activity Summary

Ki 6 meas. best 6.03

IC50 5 meas. best 7.3

EC50 1 meas. best 6.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	7.3	7.2133	50.0	3
Unchecked CHEMBL612545	IC50	6.1	6.1	800.0	1
Carbonic anhydrase 2 CHEMBL1697676	Ki	6.03	6.03	940.0	1
Human immunodeficiency virus 1 CHEMBL378	EC50	6.0	6.0	1000.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.58	5.58	2650.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.29	5.29	5070.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	5.16	5.16	6930.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.1	5.1	7940.0	1
Unchecked CHEMBL612545	Ki	5.03	5.03	9270.0	1
Human immunodeficiency virus type 1 reverse transcriptase CHEMBL247	IC50	4.27	4.27	54000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Human immunodeficiency virus type 1 integrase	IC50	=	50.0	nM	7.3	Inhibition of HIV-1 integrase	37393791
Human immunodeficiency virus type 1 integrase	IC50	=	57.0	nM	7.24	Inhibition of HIV-1 integrase strand transfer activity by gel-based assay	25629256
Human immunodeficiency virus type 1 integrase	IC50	=	80.0	nM	7.1	Inhibition of HIV-1 HXB2 integrase using 32P-labelled oligonucleotide as substra...	25629256
Unchecked	IC50	=	800.0	nM	6.1	Inhibition of recombinant influenza A virus A/X-31 N-terminal 6His tagged-PA end...	28118010
Carbonic anhydrase 2	Ki	=	940.0	nM	6.03	Inhibition of Cryptococcus neoformans beta carbonic anhydrase Can2 using CO2 as ...	22901388
Human immunodeficiency virus 1	EC50	=	1000.0	nM	6.0	Antiviral activity against HIV-1 3B infected in human HeLa-CD4-LTR-beta-gal cell...	25629256
Carbonic anhydrase 2	Ki	=	2650.0	nM	5.58	Inhibition of human CA2 using CO2 as substrate incubated for 6 hrs prior to subs...	22901388
Carbonic anhydrase 1	Ki	=	5070.0	nM	5.29	Inhibition of human CA1 using CO2 as substrate incubated for 6 hrs prior to subs...	22901388
Carbonic anhydrase 9	Ki	=	6930.0	nM	5.16	Inhibition of human CA9 using CO2 as substrate incubated for 6 hrs prior to subs...	22901388
Carbonic anhydrase 12	Ki	=	7940.0	nM	5.1	Inhibition of human CA12 using CO2 as substrate incubated for 6 hrs prior to sub...	22901388
Unchecked	Ki	=	9270.0	nM	5.03	Inhibition of Candida albicans beta carbonic anhydrase NCE103 using CO2 as subst...	22901388
Human immunodeficiency virus type 1 reverse transcriptase	IC50	=	54000.0	nM	4.27	Inhibition of HIV-1 recombinant RT-associted RNase H activity expressed in Esche...	25629256

Literature References

PubMed	DOI	Target Context	# Activities
22901388	10.1016/j.bmcl.2012.07.094	Carbonic anhydrase 2	2
25629256	10.1021/jm501799k	Human immunodeficiency virus type 1 integrase	2
22901388	10.1016/j.bmcl.2012.07.094	Carbonic anhydrase 1	1
22901388	10.1016/j.bmcl.2012.07.094	Carbonic anhydrase 9	1
22901388	10.1016/j.bmcl.2012.07.094	Carbonic anhydrase 12	1
22901388	10.1016/j.bmcl.2012.07.094	Unchecked	1
25629256	10.1021/jm501799k	Human immunodeficiency virus type 1 reverse transcriptase	1
25629256	10.1021/jm501799k	Human immunodeficiency virus 1	1
25629256	10.1021/jm501799k	HeLa	1
25629256	10.1021/jm501799k	Unchecked	1
28118010	10.1021/acs.jmedchem.6b01227	Unchecked	1
37393791	10.1016/j.ejmech.2023.115586	Human immunodeficiency virus type 1 integrase	1

Data from ChEMBL 36 via Core Engine