3-(2-hydrogen phosphonato-2-hydroxy-2-phosphonatoethyl)piperidin-1-ium

ID: ALA1162295

PubChem CID: 19073921

Max Phase: Preclinical

Molecular Formula: C7H17NO7P2

Molecular Weight: 289.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)C(O)(CC1CCCNC1)P(=O)(O)O

Standard InChI:  InChI=1S/C7H17NO7P2/c9-7(16(10,11)12,17(13,14)15)4-6-2-1-3-8-5-6/h6,8-9H,1-5H2,(H2,10,11,12)(H2,13,14,15)

Standard InChI Key:  QEICZTZQRCHYHZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   11.6717   -6.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6704   -7.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3834   -8.0739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1026   -7.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0994   -6.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3814   -6.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8119   -6.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5284   -6.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9399   -6.1074    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.3443   -5.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6567   -6.5157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2237   -5.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1069   -7.5300    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.2343   -7.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6898   -8.2405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3967   -7.1102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8170   -7.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  1  0
  5  6  1  0
  9 12  2  0
  6  1  1  0
  8 13  1  0
  1  2  1  0
  8 14  1  0
  5  7  1  0
 13 15  1  0
  3  4  1  0
 13 16  2  0
  7  8  1  0
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1162295

   (1-Hydroxy-1-phosphono-2-piperidin-3-ylethyl)phosphonic acid

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: 289.16

Molecular Weight (Monoisotopic): 289.0480

AlogP: -0.62

#Rotatable Bonds: 4

Polar Surface Area: 147.32

Molecular Species: ZWITTERION

HBA: 4

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.69

CX Basic pKa: 10.19

CX LogP: -3.62

CX LogD: -5.99

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.38

Np Likeness Score: 0.27

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