4-(4-Formyl-5-hydroxy-6-methyl-3-phosphonooxymethyl-pyridin-2-ylazo)-benzoic acid

ID: ALA119235

Chembl Id: CHEMBL119235

Max Phase: Preclinical

Molecular Formula: C15H14N3O8P

Molecular Weight: 395.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(/N=N/c2ccc(C(=O)O)cc2)c(COP(=O)(O)O)c(C=O)c1O

Standard InChI:  InChI=1S/C15H14N3O8P/c1-8-13(20)11(6-19)12(7-26-27(23,24)25)14(16-8)18-17-10-4-2-9(3-5-10)15(21)22/h2-6,20H,7H2,1H3,(H,21,22)(H2,23,24,25)/b18-17+

Standard InChI Key:  NPBWMMRUXMTIRC-ISLYRVAYSA-N

Alternative Forms

1. Parent:

   

   ALA119235

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2. Alternative Forms:

   

   ALA119235

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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

Calculated Properties

Molecular Weight: 395.26

Molecular Weight (Monoisotopic): 395.0519

AlogP: 2.63

#Rotatable Bonds: 7

Polar Surface Area: 178.97

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.57

CX Basic pKa: ┄

CX LogP: 2.71

CX LogD: -4.49

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: 0.19

References

1. Kim YC, Brown SG, Harden TK, Boyer JL, Dubyak G, King BF, Burnstock G, Jacobson KA..  (2001)  Structure-activity relationships of pyridoxal phosphate derivatives as potent and selective antagonists of P2X1 receptors.,  44  (3): [PMID:11462975] [10.1021/jm9904203]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. Jung KY, Cho JH, Lee JS, Kim HJ, Kim YC..  (2013)  Synthesis and structure-activity relationships of carboxylic acid derivatives of pyridoxal as P2X receptor antagonists.,  21  (9): [PMID:23510563] [10.1016/j.bmc.2013.01.073]

5. Cho JH, Jung KY, Jung Y, Kim MH, Ko H, Park CS, Kim YC..  (2013)  Design and synthesis of potent and selective P2X₃ receptor antagonists derived from PPADS as potential pain modulators.,  70  [PMID:24246730] [10.1016/j.ejmech.2013.10.026]

6. Gilberg E, Gütschow M, Bajorath J..  (2018)  X-ray Structures of Target-Ligand Complexes Containing Compounds with Assay Interference Potential.,  61  (3): [PMID:29328660] [10.1021/acs.jmedchem.7b01780]

7. Stevers LM, Sijbesma E, Botta M, MacKintosh C, Obsil T, Landrieu I, Cau Y, Wilson AJ, Karawajczyk A, Eickhoff J, Davis J, Hann M, O'Mahony G, Doveston RG, Brunsveld L, Ottmann C..  (2018)  Modulators of 14-3-3 Protein-Protein Interactions.,  61  (9): [PMID:28968506] [10.1021/acs.jmedchem.7b00574]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays