(6-methoxypyridin-3-yl amino)methylenebiphosphonic acid

ID: ALA199978

Cas Number: 70010-95-6

PubChem CID: 11716344

Max Phase: Preclinical

Molecular Formula: C7H12N2O7P2

Molecular Weight: 298.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(P(=O)(O)O)P(=O)(O)O)cn1

Standard InChI:  InChI=1S/C7H12N2O7P2/c1-16-6-3-2-5(4-8-6)9-7(17(10,11)12)18(13,14)15/h2-4,7,9H,1H3,(H2,10,11,12)(H2,13,14,15)

Standard InChI Key:  DXEUCCLZPQHDSZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    3.3027   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3016   -4.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0164   -5.2277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7328   -4.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7300   -3.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0146   -3.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4429   -3.5686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1589   -3.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8718   -3.5633    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.1620   -4.8034    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -5.6250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9870   -4.8058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3370   -4.8045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5833   -3.1458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2881   -4.2755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4556   -2.8510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5868   -5.2268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8726   -4.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  8 10  1  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 10 12  1  0
  6  1  1  0
 10 13  1  0
  1  2  2  0
  9 14  2  0
  5  7  1  0
  9 15  1  0
  3  4  2  0
  9 16  1  0
  7  8  1  0
  2 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA199978

   {[(6-Methoxypyridin-3-yl)amino]methylene}bis(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: 298.13

Molecular Weight (Monoisotopic): 298.0120

AlogP: 0.14

#Rotatable Bonds: 5

Polar Surface Area: 149.21

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.10

CX Basic pKa: 0.47

CX LogP: -1.70

CX LogD: -5.56

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.48

Np Likeness Score: -1.02

References

1. Hudock MP, Sanz-Rodríguez CE, Song Y, Chan JM, Zhang Y, Odeh S, Kosztowski T, Leon-Rossell A, Concepción JL, Yardley V, Croft SL, Urbina JA, Oldfield E..  (2006)  Inhibition of Trypanosoma cruzi hexokinase by bisphosphonates.,  49  (1): [PMID:16392806] [10.1021/jm0582625]

Source

Source(1):

• Scientific Literature