| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA1256568
Max Phase: Preclinical
Molecular Formula: C8H8N2O4
Molecular Weight: 196.16
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (1): 2-(3-Hydroxypicolinamido)Acetic Acid
Synonyms from Alternative Forms(1):
Canonical SMILES: O=C(O)CNC(=O)c1ncccc1O
Standard InChI: InChI=1S/C8H8N2O4/c11-5-2-1-3-9-7(5)8(14)10-4-6(12)13/h1-3,11H,4H2,(H,10,14)(H,12,13)
Standard InChI Key: IZQMRNMMPSNPJM-UHFFFAOYSA-N
Associated Targets(Human)
EGLN2 Tclin Hypoxia-inducible factor prolyl hydroxylase 1 (404 Activities)
EGLN1 Tclin Egl nine homolog 1 (1702 Activities)
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FTO Tchem Alpha-ketoglutarate-dependent dioxygenase FTO (473 Activities)
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Molecule Features
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 196.16 | Molecular Weight (Monoisotopic): 196.0484 | AlogP: -0.40 | #Rotatable Bonds: 3 |
| Polar Surface Area: 99.52 | Molecular Species: ACID | HBA: 4 | HBD: 3 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 2.15 | CX Basic pKa: 3.31 | CX LogP: -0.58 | CX LogD: -3.67 |
| Aromatic Rings: 1 | Heavy Atoms: 14 | QED Weighted: 0.61 | Np Likeness Score: -0.73 |
References
| 1. Conejo-Garcia A, McDonough MA, Loenarz C, McNeill LA, Hewitson KS, Ge W, Liénard BM, Schofield CJ, Clifton IJ.. (2010) Structural basis for binding of cyclic 2-oxoglutarate analogues to factor-inhibiting hypoxia-inducible factor., 20 (20): [PMID:20822901] [10.1016/j.bmcl.2010.08.032] |
| 2. Woon EC, Demetriades M, Bagg EA, Aik W, Krylova SM, Ma JH, Chan M, Walport LJ, Wegman DW, Dack KN, McDonough MA, Krylov SN, Schofield CJ.. (2012) Dynamic combinatorial mass spectrometry leads to inhibitors of a 2-oxoglutarate-dependent nucleic acid demethylase., 55 (5): [PMID:22263962] [10.1021/jm201417e] |
| 3. Aik W, Demetriades M, Hamdan MK, Bagg EA, Yeoh KK, Lejeune C, Zhang Z, McDonough MA, Schofield CJ.. (2013) Structural basis for inhibition of the fat mass and obesity associated protein (FTO)., 56 (9): [PMID:23547775] [10.1021/jm400193d] |
| 4. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds, [10.6019/CHEMBL3301361] |
| 5. Shishodia S, Demetriades M, Zhang D, Tam NY, Maheswaran P, Clunie-O'Connor C, Tumber A, Leung IKH, Ng YM, Leissing TM, El-Sagheer AH, Salah E, Brown T, Aik WS, McDonough MA, Schofield CJ.. (2021) Structure-Based Design of Selective Fat Mass and Obesity Associated Protein (FTO) Inhibitors., 64 (22.0): [PMID:34762429] [10.1021/acs.jmedchem.1c01204] |
| 6. Perry GS, Das M, Woon ECY.. (2021) Inhibition of AlkB Nucleic Acid Demethylases: Promising New Epigenetic Targets., 64 (23.0): [PMID:34792334] [10.1021/acs.jmedchem.1c01694] |
Source
Source(2):