1-(pyridin-3-yl)propane-2,2-diyldiphosphonic acid

ID: ALA2251816

PubChem CID: 52917952

Max Phase: Preclinical

Molecular Formula: C8H13NO6P2

Molecular Weight: 281.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Cc1cccnc1)(P(=O)(O)O)P(=O)(O)O

Standard InChI:  InChI=1S/C8H13NO6P2/c1-8(16(10,11)12,17(13,14)15)5-7-3-2-4-9-6-7/h2-4,6H,5H2,1H3,(H2,10,11,12)(H2,13,14,15)

Standard InChI Key:  AUWBOVXURPIQQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   12.5784  -13.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5772  -14.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2853  -15.2156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9949  -14.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9921  -13.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2835  -13.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6983  -13.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4075  -13.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1137  -13.5669    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.4106  -14.7954    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.8229  -13.9729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1106  -12.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9010  -13.3516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7044  -15.2067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1198  -15.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6971  -14.3834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1127  -14.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  9 11  1  0
  9 12  2  0
  9 13  1  0
 10 14  1  0
 10 15  2  0
 10 16  1  0
  8 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251816

   (2-Phosphono-1-pyridin-3-ylpropan-2-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: 281.14

Molecular Weight (Monoisotopic): 281.0218

AlogP: 0.70

#Rotatable Bonds: 4

Polar Surface Area: 127.95

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.15

CX Basic pKa: 4.93

CX LogP: -3.10

CX LogD: -5.81

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.60

Np Likeness Score: -0.28

References

1. 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]

Source

Source(1):

• Scientific Literature