{2-[(2-Hydroxyethyl)sulfanyl]ethane-1,1-diyl}bis(phosphonic acid)

ID: ALA2402870

PubChem CID: 71740228

Max Phase: Preclinical

Molecular Formula: C4H12O7P2S

Molecular Weight: 266.15

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C4H12O7P2S/c5-1-2-14-3-4(12(6,7)8)13(9,10)11/h4-5H,1-3H2,(H2,6,7,8)(H2,9,10,11)

Standard InChI Key:  IXNDRTCYZCBFNR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
   25.9365   -2.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6456   -1.6385    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.2274   -1.6385    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.9365   -2.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6456   -3.2729    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.6456   -0.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2274   -0.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0542   -2.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4628   -1.6385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4103   -1.6385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8189   -2.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6463   -4.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3544   -4.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3551   -5.3153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  4  5  1  0
  2  6  2  0
  3  7  2  0
  2  8  1  0
  9  2  1  0
  3 10  1  0
 11  3  1  0
  5 12  1  0
 12 13  1  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2402870

   [2-(2-Hydroxyethylsulfanyl)-1-phosphonoethyl]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: 266.15

Molecular Weight (Monoisotopic): 265.9779

AlogP: -0.61

#Rotatable Bonds: 6

Polar Surface Area: 135.29

Molecular Species: ACID

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.20

CX Basic pKa: ┄

CX LogP: -2.63

CX LogD: -7.38

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.32

Np Likeness Score: 0.05

References

1. Granchi D, Scarso A, Bianchini G, Chiminazzo A, Minto A, Sgarbossa P, Michelin RA, Di Pompo G, Avnet S, Strukul G..  (2013)  Low toxicity and unprecedented anti-osteoclast activity of a simple sulfur-containing gem-bisphosphonate: a comparative study.,  65  [PMID:23748153] [10.1016/j.ejmech.2013.04.032]

Source

Source(1):

• Scientific Literature