2-[(n-Undecylsulfinyl)ethyl]-1,1-bisphosphonic acid

ID: ALA4552274

PubChem CID: 155555720

Max Phase: Preclinical

Molecular Formula: C13H30O7P2S

Molecular Weight: 392.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCC[S+]([O-])CC(P(=O)(O)O)P(=O)(O)O

Standard InChI:  InChI=1S/C13H30O7P2S/c1-2-3-4-5-6-7-8-9-10-11-23(20)12-13(21(14,15)16)22(17,18)19/h13H,2-12H2,1H3,(H2,14,15,16)(H2,17,18,19)

Standard InChI Key:  YEMCJZMPFKKSAK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 22  0  0  0  0  0  0  0  0999 V2000
   22.9391  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6449  -12.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3506  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0564  -12.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7622  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4679  -12.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1737  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8794  -12.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5852  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2909  -12.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9967  -13.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7025  -12.7408    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.4107  -13.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1179  -12.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8261  -13.1468    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   33.5333  -12.7374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8270  -13.9640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5296  -13.5538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1169  -11.9219    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   32.8241  -11.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4087  -11.5141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1098  -11.1022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7015  -11.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  2  0
 14 19  1  0
 19 20  1  0
 19 21  2  0
 19 22  1  0
 12 23  1  0
M  CHG  2  12   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4552274

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.39

Molecular Weight (Monoisotopic): 392.1187

AlogP: 2.95

#Rotatable Bonds: 14

Polar Surface Area: 138.12

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.21

CX Basic pKa: ┄

CX LogP: 0.83

CX LogD: -3.92

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.20

Np Likeness Score: 0.28

References

1. Galaka T, Falcone BN, Li C, Szajnman SH, Moreno SNJ, Docampo R, Rodriguez JB..  (2019)  Synthesis and biological evaluation of 1-alkylaminomethyl-1,1-bisphosphonic acids against Trypanosoma cruzi and Toxoplasma gondii.,  27  (16): [PMID:31296439] [10.1016/j.bmc.2019.07.004]

Source

Source(1):

• Scientific Literature