[3,4,5,6-tetrakis(sulfonatooxy)tetrahydro-2H-pyran-2-yl]methyl sulfate

ID: ALA2303819

PubChem CID: 71717836

Max Phase: Preclinical

Molecular Formula: C6H12O21S5

Molecular Weight: 580.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(O)OC[C@@H]1O[C@H](OS(=O)(=O)O)[C@H](OS(=O)(=O)O)[C@@H](OS(=O)(=O)O)[C@@H]1OS(=O)(=O)O

Standard InChI:  InChI=1S/C6H12O21S5/c7-28(8,9)22-1-2-3(24-29(10,11)12)4(25-30(13,14)15)5(26-31(16,17)18)6(23-2)27-32(19,20)21/h2-6H,1H2,(H,7,8,9)(H,10,11,12)(H,13,14,15)(H,16,17,18)(H,19,20,21)/t2-,3+,4-,5+,6+/m0/s1

Standard InChI Key:  RRZOMYHUSSAQTC-DSOBHZJASA-N

Molfile:  

     RDKit          2D

 32 32  0  0  0  0  0  0  0  0999 V2000
    5.0542   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9667   -2.2417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -3.0917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7125   -0.2667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -2.3625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542    0.5583    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542   -2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -1.0375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3875   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667   -2.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -0.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250   -1.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1667   -0.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667   -0.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7625   -2.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4917    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -3.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4375   -3.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750    1.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7500   -1.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3750   -2.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4375   -2.9667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6500   -2.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -3.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -1.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542    0.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1667   -0.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667    0.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5 10  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
  9 17  1  0
  3 10  1  6
 12  4  1  0
  1 13  1  1
  4 15  1  6
 12 16  1  1
 17 16  1  0
 18  5  1  0
 19  7  1  0
 20  8  1  0
 21  6  1  0
 22  9  1  0
 23  5  2  0
 24  5  2  0
 25  8  2  0
 26  6  2  0
 27  6  2  0
 28  8  2  0
 29  7  2  0
 30  7  2  0
 31  9  2  0
 32  9  2  0
  3 11  1  0
 11 12  1  0
  2 14  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2303819

   [(2S,3R,4S,5R,6R)-3,4,5,6-tetrasulfooxyoxan-2-yl]methyl hydrogen sulfate

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: 580.48

Molecular Weight (Monoisotopic): 579.8475

AlogP: -4.09

#Rotatable Bonds: 11

Polar Surface Area: 327.23

Molecular Species: ACID

HBA: 16

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 21

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -3.34

CX Basic pKa: ┄

CX LogP: -13.42

CX LogD: -14.54

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.14

Np Likeness Score: 1.00

References

1. Bytheway I, Cochran S..  (2004)  Validation of molecular docking calculations involving FGF-1 and FGF-2.,  47  (7): [PMID:15027859] [10.1021/jm030447t]

Source

Source(1):

• Scientific Literature