3,6-Dideoxybis[3,6-S-(N,N-diethyldithiocarbamoyl)]-1,2-O-isopropylidene-alpha-D-glucofuranose

ID: ALA2270084

PubChem CID: 76312422

Max Phase: Preclinical

Molecular Formula: C19H34N2O4S4

Molecular Weight: 482.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=S)SC[C@H](O)[C@H]1O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1SC(=S)N(CC)CC

Standard InChI:  InChI=1S/C19H34N2O4S4/c1-7-20(8-2)17(26)28-11-12(22)13-15(29-18(27)21(9-3)10-4)14-16(23-13)25-19(5,6)24-14/h12-16,22H,7-11H2,1-6H3/t12-,13+,14+,15-,16+/m0/s1

Standard InChI Key:  CDTBELAHBKQOHE-CQJMVSDSSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   10.6922   -4.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1047   -3.6261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4389   -4.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7740   -4.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5172   -4.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1836   -5.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8523   -4.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5991   -4.1148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4339   -5.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5631   -4.4802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2584   -5.5984    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4337   -5.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9999   -6.2753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0429   -4.8470    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1753   -6.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3907   -7.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7845   -5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2154   -7.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7225   -3.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7185   -2.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0080   -4.1165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0020   -2.4700    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2896   -2.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5731   -2.4769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2936   -3.7109    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5691   -1.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8606   -2.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2816   -1.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8646   -3.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  6
  3  2  1  1
  3  1  1  0
  4  5  1  0
  5  6  1  6
  6  7  1  0
  7  8  1  0
  4  8  1  0
  7  9  1  0
  7 10  1  0
  1 11  1  1
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 13 16  1  0
 15 17  1  0
 16 18  1  0
  3 19  1  0
 19 20  1  0
 19 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 24 27  1  0
 26 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270084

   [(2R)-2-[(3aR,5R,6S,6aS)-6-(diethylcarbamothioylsulfanyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-hydroxyethyl] N,N-diethylcarbamodithioate

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: 482.76

Molecular Weight (Monoisotopic): 482.1401

AlogP: 3.31

#Rotatable Bonds: 8

Polar Surface Area: 54.40

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.75

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: 0.15

References

1. Rafin C, Veignie E, Sancholle M, Postel D, Len C, Villa P, Ronco G..  (2000)  Synthesis and antifungal activity of novel bisdithiocarbamate derivatives of carbohydrates against Fusarium oxysporum f. sp. lini.,  48  (11): [PMID:11087473] [10.1021/jf0003698]

Source

Source(1):

• Scientific Literature