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Compound Detail

CHEMBL284104

DIPICOLINIC ACID
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O=C(O)c1cccc(C(=O)O)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL284104
Name DIPICOLINIC ACID
Phase Preclinical
Structure Type MOL
InChI Key WJJMNDUMQPNECX-UHFFFAOYSA-N
9
Targets
40
Activities
2
Assay Types
0
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

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C7H5NO4
MW 167.12
Aromatic Rings 1
Heavy Atoms 12
NP-Likeness -0.44

Activity Summary

IC50 33 meas. best 6.39
Ki 7 meas. best 5.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.39 5.0274 410.0 19
Beta-lactamase VIM-2
CHEMBL5798
 IC50 5.78 5.78 1660.0 1
Metallo-beta-lactamase type 2
CHEMBL4105964
 IC50 5.52 5.52 3030.0 1
Unchecked
CHEMBL612545
 Ki 5.52 4.78 3000.0 2
Metallo-beta-lactamase type 2
CHEMBL5465386
 IC50 5.16 5.16 7000.0 1
Beta-lactamase L1
CHEMBL3326
 IC50 5.11 5.11 7800.0 1
2-amino-3-carboxymuconate-6-semialdehyde decarboxylase
CHEMBL4105941
 IC50 4.82 4.82 15200.0 1
2-amino-3-carboxymuconate-6-semialdehyde decarboxylase
CHEMBL4105941
 Ki 4.82 4.82 15200.0 1
Metallo-beta-lactamase type 2
CHEMBL1744488
 IC50 4.66 4.66 21800.0 1
Beta-lactamase VIM-1
CHEMBL1287601
 IC50 4.38 4.38 41600.0 1
Class B carbapenemase VIM-13
CHEMBL1287600
 IC50 4.32 4.32 48000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 410.0 nM 6.39 Inhibition of bacterial MBP-fused NDM1 expressed in Escherichia coli BL21(DE3) a... 28809565
Unchecked IC50 = 450.0 nM 6.35 Inhibition of VIM-2 (unknown origin) incubated for 15 mins by absorbance based m... 37585683
Unchecked IC50 = 520.0 nM 6.28 Inhibition of bacterial MBP-fused NDM1 expressed in Escherichia coli BL21(DE3) a... 28809565
Unchecked IC50 = 1130.0 nM 5.95 Inhibition of NDM-1 (unknown origin) 34391033
Beta-lactamase VIM-2 IC50 = 1660.0 nM 5.78 Inhibition of Pseudomonas aeruginosa VIM2 expressed in Escherichia coli BL21(DE3... 28809565
Unchecked Ki = 3000.0 nM 5.52 Inhibition of Chryseobacterium indologenes metallo-beta-lactamase IND-5 expresse... 17470648
Metallo-beta-lactamase type 2 IC50 = 3030.0 nM 5.52 Inhibition of Serratia marcescens IMP1 expressed in Escherichia coli BL21(DE3) u... 28809565
Unchecked IC50 = 6200.0 nM 5.21 Inhibition of Aeromonas hydrophila ATCC 7966 NDM1 expressed in Escherichia coli ... 30470495
Metallo-beta-lactamase type 2 IC50 = 7000.0 nM 5.16 Inhibition of C-terminal 6His-tagged full length NDM-1 (unknown origin) expresse... 37585683
Beta-lactamase L1 IC50 = 7800.0 nM 5.11 Beta-Lactamase Inhibition of metallo-beta-lactamase representative class B (L1) ... 14980686
Unchecked IC50 = 7800.0 nM 5.11 Inhibition of metallo-beta-lactamase L1 (unknown origin) 24583353
Unchecked IC50 = 8800.0 nM 5.06 Inhibition of Aeromonas hydrophila ATCC 7966 NDM1 expressed in Escherichia coli ... 30470495
Unchecked IC50 = 9750.0 nM 5.01 Inhibition of IMP-1 (unknown origin) expressed in Escherichia coli BL21-DE3 incu... 37585683
Unchecked IC50 = 10000.0 nM 5.0 Inhibition of Escherichia coli beta-lactamase NDM-1 using nitrocefin chromogenic... 34182755
Unchecked IC50 = 10000.0 nM 5.0 Inhibition of Escherichia coli beta-lactamase VIM-2 using nitrocefin chromogenic... 34182755
2-amino-3-carboxymuconate-6-semialdehyde decarboxylase IC50 = 15200.0 nM 4.82 Inhibition of ACMSD (unknown origin) 33369426
2-amino-3-carboxymuconate-6-semialdehyde decarboxylase Ki = 15200.0 nM 4.82 Competitive inhibition of human ACMSD using ACMS substrate by spectrometry 33369426
Unchecked IC50 = 15610.0 nM 4.81 Inhibition of GIM1 (unknown origin) incubated for 15 mins by absorbance based mi... 37585683
Unchecked IC50 = 21800.0 nM 4.66 Inhibition of metallo-beta-lactamase BcII (unknown origin) 24583353
Metallo-beta-lactamase type 2 IC50 = 21800.0 nM 4.66 Inhibition of class B (BCII) metallo-beta-lactamase representative enzyme 14980686

Literature References

PubMed DOI Target Context # Activities
34182755 10.1021/acs.jmedchem.1c00362 Unchecked 28
28809565 10.1021/acs.jmedchem.7b00407 Unchecked 9
30470495 10.1016/j.bmcl.2018.11.025 Unchecked 9
17307979 10.1128/aac.00866-06 Unchecked 4
18942826 10.1021/jm800936s Unchecked 4
37585683 10.1021/acs.jmedchem.3c00171 Unchecked 3
18054225 10.1016/j.bmcl.2007.11.026 Unchecked 3
17307979 10.1128/aac.00866-06 Metallo beta-lactamase 2
24507924 10.1016/j.bmcl.2013.12.114 Unchecked 2
24583353 10.1016/j.ejmech.2014.02.008 Unchecked 2
- 10.1039/C9MD00107G 4-hydroxy-tetrahydrodipicolinate synthase 2
33369426 10.1021/acs.jmedchem.0c01762 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase 2
24997687 10.1016/j.bmcl.2014.06.016 Tyrosine-protein phosphatase non-receptor type 22 2
28809565 10.1021/acs.jmedchem.7b00407 Metallo-beta-lactamase type 2 2
30351002 10.1021/acs.jmedchem.8b01363 Unchecked 2
28809565 10.1021/acs.jmedchem.7b00407 Beta-lactamase VIM-2 2
37585683 10.1021/acs.jmedchem.3c00171 Carbonic anhydrase 2 1
18054225 10.1016/j.bmcl.2007.11.026 4-hydroxy-tetrahydrodipicolinate synthase 1
7241506 10.1021/jm00137a004 Escherichia coli 1
- 10.1016/0960-894X(94)85023-2 Dihydrodipicolinate synthase 1

Data from ChEMBL 36 via Core Engine