(6-Phosphono-octahydro-[1]pyrindin-6-yl)-phosphonic acid

ID: ALA330617

PubChem CID: 14518753

Max Phase: Preclinical

Molecular Formula: C8H17NO6P2

Molecular Weight: 285.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)C1(P(=O)(O)O)CC2CCCNC2C1

Standard InChI:  InChI=1S/C8H17NO6P2/c10-16(11,12)8(17(13,14)15)4-6-2-1-3-9-7(6)5-8/h6-7,9H,1-5H2,(H2,10,11,12)(H2,13,14,15)

Standard InChI Key:  JWOKHNWVYMHFTC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.7542   -5.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8000   -5.9750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500   -4.7000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -5.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375   -4.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -5.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125   -4.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -6.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -3.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -5.2167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2042   -5.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -6.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2167   -4.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -5.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -4.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1917   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  1  1  0
  5  1  1  0
  6  4  1  0
  7  5  1  0
  8  2  2  0
  9  3  2  0
 10  6  1  0
 11  3  1  0
 12  2  1  0
 13  3  1  0
 14  2  1  0
 15 10  1  0
 16  7  1  0
 17 16  1  0
  6  7  1  0
 17 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA330617

   (6-Phosphono-1,2,3,4,4a,5,7,7a-octahydrocyclopenta[b]pyridin-6-yl)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: 285.17

Molecular Weight (Monoisotopic): 285.0531

AlogP: 0.20

#Rotatable Bonds: 2

Polar Surface Area: 127.09

Molecular Species: ZWITTERION

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.13

CX Basic pKa: 10.75

CX LogP: -3.03

CX LogD: -5.11

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.46

Np Likeness Score: 0.75

References

1. Szabo CM, Martin MB, Oldfield E..  (2002)  An investigation of bone resorption and Dictyostelium discoideum growth inhibition by bisphosphonate drugs.,  45  (14): [PMID:12086477] [10.1021/jm010279+]

Source

Source(1):

• Scientific Literature