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hydrogen 1-hydroxy-2-(3-methylpyridinium-1-yl)-1-phosphonoethylphosphonate ID: ALA193356
PubChem CID: 11335461
Max Phase: Preclinical
Molecular Formula: C8H13NO7P2
Molecular Weight: 297.14
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: Cc1ccc[n+](CC(O)(P(=O)([O-])O)P(=O)(O)O)c1
Standard InChI: InChI=1S/C8H13NO7P2/c1-7-3-2-4-9(5-7)6-8(10,17(11,12)13)18(14,15)16/h2-5,10H,6H2,1H3,(H3-,11,12,13,14,15,16)
Standard InChI Key: WNMNDCTVXVBAFC-UHFFFAOYSA-N
Molfile:
RDKit 2D
18 18 0 0 0 0 0 0 0 0999 V2000
1.0042 -0.2375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7167 0.1750 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0
1.0042 -1.0625 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0
-0.4208 -0.2417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
0.2917 0.1708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4375 -0.2292 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.0042 0.5875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.2917 -1.4792 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.7167 -0.6500 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.1375 0.1708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3042 0.7625 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.0042 -1.8875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.7250 -1.4750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.4208 -1.0750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8500 -0.2500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.1375 -1.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8500 -1.0750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.5625 0.1625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 0
3 1 1 0
4 5 1 0
5 1 1 0
6 2 1 0
7 2 2 0
8 3 2 0
9 1 1 0
10 4 2 0
11 2 1 0
12 3 1 0
13 3 1 0
14 4 1 0
15 10 1 0
16 14 2 0
17 16 1 0
18 15 1 0
17 15 2 0
M CHG 2 4 1 6 -1
M END Associated Targets(Human) Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: 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
Calculated Properties Molecular Weight: 297.14Molecular Weight (Monoisotopic): 297.0167AlogP: -1.35#Rotatable Bonds: 4Polar Surface Area: 142.00Molecular Species: ACIDHBA: 4HBD: 4#RO5 Violations: ┄HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski): ┄CX Acidic pKa: 0.59CX Basic pKa: ┄CX LogP: -5.32CX LogD: -9.11Aromatic Rings: 1Heavy Atoms: 18QED Weighted: 0.40Np Likeness Score: 0.11
References 1. Sanders JM, Song Y, Chan JM, Zhang Y, Jennings S, Kosztowski T, Odeh S, Flessner R, Schwerdtfeger C, Kotsikorou E, Meints GA, Gómez AO, González-Pacanowska D, Raker AM, Wang H, van Beek ER, Papapoulos SE, Morita CT, Oldfield E.. (2005) Pyridinium-1-yl bisphosphonates are potent inhibitors of farnesyl diphosphate synthase and bone resorption., 48 (8): [PMID:15828834 ] [10.1021/jm040209d ] 2. Zhang Y, Leon A, Song Y, Studer D, Haase C, Koscielski LA, Oldfield E.. (2006) Activity of nitrogen-containing and non-nitrogen-containing bisphosphonates on tumor cell lines., 49 (19): [PMID:16970405 ] [10.1021/jm060280e ] 3. Wang K, Wang W, No JH, Zhang Y, Zhang Y, Oldfield E.. (2010) Inhibition of the Fe(4)S(4)-cluster-containing protein IspH (LytB): electron paramagnetic resonance, metallacycles, and mechanisms., 132 (19): [PMID:20426416 ] [10.1021/ja909664j ]