diisopropyl 1-mercaptopropylphosphonate

ID: ALA1173339

PubChem CID: 21576786

Max Phase: Preclinical

Molecular Formula: C9H21O3PS

Molecular Weight: 240.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Diisopropyl 1-Mercaptopropylphosphonate | diisopropyl 1-mercaptopropylphosphonate|CHEMBL1173339|BDBM50322607

Canonical SMILES:  CCC(S)P(=O)(OC(C)C)OC(C)C

Standard InChI:  InChI=1S/C9H21O3PS/c1-6-9(14)13(10,11-7(2)3)12-8(4)5/h7-9,14H,6H2,1-5H3

Standard InChI Key:  SGAGKIQXGMCPPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
   -1.4922   -3.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067   -3.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067   -4.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778   -3.5930    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922   -2.3555    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6672   -2.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4922   -1.5305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -2.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778   -1.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778   -0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297   -1.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5547   -1.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0
  5  8  1  0
  7  9  1  0
  1  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  1  0
  5  6  2  0
  8 12  1  0
  1  2  1  0
 12 13  1  0
  5  7  1  0
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1173339

   Diisopropyl 1-mercaptopropylphosphonate

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: 240.31

Molecular Weight (Monoisotopic): 240.0949

AlogP: 3.70

#Rotatable Bonds: 6

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.97

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.60

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.57

Np Likeness Score: -0.23

References

1. Lassaux P, Hamel M, Gulea M, Delbrück H, Mercuri PS, Horsfall L, Dehareng D, Kupper M, Frère JM, Hoffmann K, Galleni M, Bebrone C..  (2010)  Mercaptophosphonate compounds as broad-spectrum inhibitors of the metallo-beta-lactamases.,  53  (13): [PMID:20527888] [10.1021/jm100213c]

Source

Source(1):

• Scientific Literature