2-(3-(N-Ethyl)pyridinium)-ethylidenebisphosphonic Acid

Names and Identifiers

Canonical SMILES: CC[n+]1cccc(CC(P(=O)([O-])O)P(=O)(O)O)c1

Standard InChI: InChI=1S/C9H15NO6P2/c1-2-10-5-3-4-8(7-10)6-9(17(11,12)13)18(14,15)16/h3-5,7,9H,2,6H2,1H3,(H3-,11,12,13,14,15,16)

Standard InChI Key: NVJICGBSTIVXGC-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -4.8231   -6.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8243   -7.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1114   -8.1839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3920   -7.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3952   -6.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1134   -6.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6828   -6.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664   -6.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1202   -9.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8391   -9.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539   -6.5163    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623   -7.7573    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454   -6.0956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6718   -5.8050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -7.2230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708   -8.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1373   -7.7595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7873   -7.7577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  8 11  1  0
  5  6  2  0
  8 12  1  0
  6  1  1  0
 11 13  2  0
  1  2  2  0
 11 14  1  0
  5  7  1  0
 11 15  1  0
  3  4  2  0
 12 16  1  0
  7  8  1  0
 12 17  2  0
 12 18  1  0
M  CHG  2   3   1  15  -1
M  END

Alternative Forms

Parent:

ALA3350992
[2-(1-Ethylpyridin-1-ium-3-yl)-1-phosphonoethyl]-hydroxyphosphinate

Associated Targets(Human)

FDPS Tclin Farnesyl diphosphate synthase (1240 Activities)

Discover Target: FDPS

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Dictyostelium discoideum (81 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Calculated Properties

Molecular Weight: 295.17	Molecular Weight (Monoisotopic): 295.0375	AlogP: -0.41	#Rotatable Bonds: 5
Polar Surface Area: 121.77	Molecular Species: ACID	HBA: 3	HBD: 3
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): 3	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 1.21	CX Basic pKa: ┄	CX LogP: -5.26	CX LogD: -8.81
Aromatic Rings: 1	Heavy Atoms: 18	QED Weighted: 0.50	Np Likeness Score: 0.17

References

1. Hounslow AM, Carran J, Brown RJ, Rejman D, Blackburn GM, Watts DJ.. (2008) Determination of the microscopic equilibrium dissociation constants for risedronate and its analogues reveals two distinct roles for the nitrogen atom in nitrogen-containing bisphosphonate drugs., 51 (14): [PMID:18590315] [10.1021/jm7015792]

Source

Source(1):

Scientific Literature