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Compound Detail

CHEMBL316034

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O=C(O)c1ccnc(C(=O)O)c1

Basic Information

ChEMBL ID CHEMBL316034
Phase Preclinical
Structure Type MOL
InChI Key MJIVRKPEXXHNJT-UHFFFAOYSA-N
26
Targets
88
Activities
3
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

167.1
MW (Da)
0.48
ALogP
3
HBA
2
HBD
87.5
PSA (Ų)
0.67
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C7H5NO4
MW 167.12
Aromatic Rings 1
Heavy Atoms 12
NP-Likeness -0.43

Activity Summary

IC50 71 meas. best 7.72
Ki 16 meas. best 8.66
Kd 1 meas. best 6.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lysine-specific demethylase 4C
CHEMBL6175
Ki 8.66 6.775 2.2 2
Lysine-specific demethylase 4C
CHEMBL6175
IC50 7.72 5.8458 19.0 12
Aspartyl/asparaginyl beta-hydroxylase
CHEMBL4680030
IC50 7.7 7.48 20.0 4
Unchecked
CHEMBL612545
IC50 6.96 5.498 110.0 10
Lysine-specific demethylase 4E
CHEMBL1293226
IC50 6.52 5.6425 300.0 4
Egl nine homolog 1
CHEMBL5697
Kd 6.38 6.38 420.0 1
Lysine-specific demethylase 5C
CHEMBL2163176
IC50 6.3 6.3 501.2 1
Bifunctional peptidase and arginyl-hydroxylase JMJD5
CHEMBL4523396
IC50 6.3 6.3 500.0 1
Lysine-specific demethylase 4A
CHEMBL5896
IC50 6.16 5.64 700.0 3
Lysine-specific demethylase 5A
CHEMBL2424504
IC50 6.12 5.1433 760.0 3
Methylcytosine dioxygenase TET3
CHEMBL4879414
IC50 6.11 6.11 776.2 1
Hypoxia-inducible factor 1-alpha inhibitor
CHEMBL5909
IC50 5.96 5.515 1100.0 2
Prolyl hydroxylase EGLN2
CHEMBL3028
IC50 5.82 5.82 1500.0 1
Methylcytosine dioxygenase TET1
CHEMBL4523402
IC50 5.77 5.77 1698.2 1
Lysine-specific demethylase 6B
CHEMBL1938211
IC50 5.7 4.85 2000.0 3
Unchecked
CHEMBL612545
Ki 5.7 5.0875 2000.0 4
Egl nine homolog 1
CHEMBL5697
IC50 5.7 5.3225 2000.0 4
Lysine-specific demethylase 4D
CHEMBL6138
IC50 5.62 5.62 2400.0 1
Lysine-specific demethylase 5B
CHEMBL3774295
IC50 5.57 5.53 2700.0 5
Prolyl 4-hydroxylase
CHEMBL4523368
Ki 5.48 5.48 3280.0 1
Lysine-specific demethylase 3A
CHEMBL1938209
IC50 5.48 5.29 3300.0 2
Lysine-specific demethylase 2A
CHEMBL1938210
IC50 5.4 5.2675 3981.1 4
Beta-lactamase
CHEMBL3885662
Ki 5.35 4.86 4500.0 3
Methylcytosine dioxygenase TET2
CHEMBL4523344
IC50 5.29 5.29 5128.6 1
Prolyl 4-hydroxylase
CHEMBL4523368
IC50 5.28 5.28 5300.0 1
Egl nine homolog 1
CHEMBL5697
Ki 5.16 5.16 7000.0 1
Prolyl hydroxylase EGLN3
CHEMBL5705
Ki 5.16 5.16 7000.0 1
Prolyl hydroxylase EGLN2
CHEMBL3028
Ki 5.16 5.16 7000.0 1
Alpha-ketoglutarate-dependent dioxygenase FTO
CHEMBL2331065
IC50 5.08 5.08 8300.0 1
RNA demethylase ALKBH5
CHEMBL3621037
IC50 5.03 5.03 9430.0 1
Lysine-specific demethylase 7A
CHEMBL2163177
IC50 4.82 4.82 15000.0 1
Gamma-butyrobetaine dioxygenase
CHEMBL2163175
IC50 4.09 4.09 82000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 12.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Lysine-specific demethylase 4C Ki = 2.2 nM 8.66 Competitive inhibition of N-terminal His6-tagged KDM4C (1 to 352 residues) (unkn... 26699912
Lysine-specific demethylase 4C IC50 = 19.0 nM 7.72 Inhibition of KDM4C (unknown origin) 32883639
Aspartyl/asparaginyl beta-hydroxylase IC50 = 20.0 nM 7.7 Inhibition of N-His6-tagged human AspH (315-755) expressed in Escherichia coli B... 33069066
Aspartyl/asparaginyl beta-hydroxylase IC50 = 20.0 nM 7.7 Inhibition of N-His6-tagged human AspH (315-755) expressed in Escherichia coli B... 33069066
Aspartyl/asparaginyl beta-hydroxylase IC50 = 30.0 nM 7.52 Inhibition of N-His6-tagged human AspH (315-755) expressed in Escherichia coli B... 33069066
Aspartyl/asparaginyl beta-hydroxylase IC50 = 100.0 nM 7.0 Inhibition of N-His6-tagged human AspH (315-755) expressed in Escherichia coli B... 33069066
Unchecked IC50 = 110.0 nM 6.96 Inhibition of recombinant human NO66 expressed in Escherichia coli BL21 (DE3) us... 34843649
Lysine-specific demethylase 4C IC50 = 188.0 nM 6.73 Inhibition of N-terminal His6-tagged KDM4C (1 to 352 residues) (unknown origin) ... 26699912
Lysine-specific demethylase 4E IC50 = 300.0 nM 6.52 Inhibition of his6-tagged human recombinant KDM4E using K9me3 as substrate by SP... 37527664
Egl nine homolog 1 Kd = 420.0 nM 6.38 Binding affinity to human PHD2 catalytic domain (181 to 426) Mn2 expressed in Es... 23234607
Bifunctional peptidase and arginyl-hydroxylase JMJD5 IC50 = 500.0 nM 6.3 Inhibition of N-terminal his6-tagged human recombinant JMJD5 (183 to 416 residue... 37527664
Lysine-specific demethylase 5C IC50 = 501.19 nM 6.3 Inhibition of KDM5C (unknown origin) 26682034
Lysine-specific demethylase 4C IC50 = 530.0 nM 6.28 Competitive inhibition of N-terminal His6-tagged KDM4C (1 to 352 residues) (unkn... 26699912
Lysine-specific demethylase 4C IC50 = 620.0 nM 6.21 Inhibition of N-terminal His6-tagged KDM4C (1 to 352 residues) (unknown origin) ... 26699912
Lysine-specific demethylase 4A IC50 = 700.0 nM 6.16 Inhibition of human JMJD2A by FDH coupled assay 18942826
Lysine-specific demethylase 5A IC50 = 760.0 nM 6.12 Inhibition of KDM5A (1 to 797 residues) (unknown origin) expressed in insect sf2... 26699912
Methylcytosine dioxygenase TET3 IC50 = 776.25 nM 6.11 Inhibition of human TET3 catalytic domain (E824 to I1795 residues) expressed in ... 38294854
Hypoxia-inducible factor 1-alpha inhibitor IC50 = 1100.0 nM 5.96 Inhibition of FIH (unknown origin) 34792334
Lysine-specific demethylase 4C IC50 = 1200.0 nM 5.92 Inhibition of N-terminal His6-tagged KDM4C (1 to 352 residues) (unknown origin) ... 26699912
Unchecked IC50 = 1300.0 nM 5.89 Inhibition of recombinant human MINA53 expressed in Escherichia coli BL21 (DE3) ... 34843649

Literature References

PubMed DOI Target Context # Activities
26699912 10.1021/acs.jmedchem.5b01527 Lysine-specific demethylase 4C 7
26699912 10.1021/acs.jmedchem.5b01527 Unchecked 7
17307979 10.1128/aac.00866-06 Beta-lactamase 6
18942826 10.1021/jm800936s Unchecked 6
37527664 10.1021/acs.jmedchem.3c01114 Unchecked 6
17307979 10.1128/aac.00866-06 Unchecked 5
33069066 10.1016/j.bmc.2020.115675 Aspartyl/asparaginyl beta-hydroxylase 5
22917519 10.1016/j.bmcl.2012.07.091 Lysine-specific demethylase 4C 3
23234607 10.1021/jm301583m Egl nine homolog 1 3
19364117 10.1021/jm900285r Unchecked 2
34843649 10.1021/acs.jmedchem.1c00605 Unchecked 2
34555281 10.1021/acs.jmedchem.1c00693 Lysine-specific demethylase 4E 2
27980707 10.1021/acsmedchemlett.5b00366 Unchecked 2
30737136 10.1016/j.bmc.2019.01.018 Prolyl 4-hydroxylase 2
38294854 10.1021/acs.jmedchem.3c01820 Unchecked 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
17307979 10.1128/aac.00866-06 Metallo beta-lactamase 2
20684604 10.1021/jm1003655 Lysine-specific demethylase 4A 1
20684604 10.1021/jm1003655 Prolyl hydroxylase EGLN2 1
38749268 10.1016/j.ejmech.2024.116494 Lysine-specific demethylase 5B 1

Data from ChEMBL 36 via Core Engine