halisulfate 5

ID: ALA230057

PubChem CID: 23679843

Max Phase: Preclinical

Molecular Formula: C25H39NaO5S

Molecular Weight: 452.66

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Halisulfate 5 | CHEMBL230057|halisulfate 5

Canonical SMILES:  C=C1CCC[C@@H]2[C@@](C)(CCC(CCCc3ccoc3)COS(=O)(=O)[O-])[C@H](C)CC[C@]12C.[Na+]

Standard InChI:  InChI=1S/C25H40O5S.Na/c1-19-7-5-10-23-24(19,3)14-11-20(2)25(23,4)15-12-21(18-30-31(26,27)28)8-6-9-22-13-16-29-17-22;/h13,16-17,20-21,23H,1,5-12,14-15,18H2,2-4H3,(H,26,27,28);/q;+1/p-1/t20-,21?,23+,24-,25+;/m1./s1

Standard InChI Key:  FUNAPIOWJXZYRS-PPINXSLVSA-M

Molfile:  

     RDKit          2D

 33 34  0  0  0  0  0  0  0  0999 V2000
    7.9833   -6.1250    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    9.2958   -7.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2958   -8.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -8.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -7.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7199   -7.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7164   -8.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4251   -8.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1419   -8.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1455   -7.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4321   -7.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7125   -6.6750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7083   -9.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0087   -9.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4250   -7.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8621   -7.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4352   -6.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1512   -5.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1542   -5.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8702   -4.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5832   -5.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2992   -4.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0121   -5.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0965   -5.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9028   -6.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3180   -5.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7681   -4.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4413   -4.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7253   -5.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0124   -4.6080    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2917   -4.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4263   -3.8943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6048   -5.3253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
 11 17  1  0
  3  4  1  0
 17 18  1  0
  4  7  1  0
 19 18  1  0
  6 11  1  0
 19 20  1  0
  7  8  1  0
 20 21  1  0
  8  9  1  0
 21 22  1  0
  9 10  1  0
 22 23  1  0
 23 24  2  0
 10 11  1  0
  6  5  1  0
  6 12  1  1
  6  7  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 23  1  0
  7 13  1  1
 19 28  1  0
 28 29  1  0
  4 14  2  0
 29 30  1  0
  2  3  1  0
 30 31  1  0
 11 15  1  6
 30 32  2  0
 30 33  2  0
 10 16  1  6
M  CHG  2   1   1  31  -1
M  END

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: 452.66

Molecular Weight (Monoisotopic): 452.2596

AlogP: 6.62

#Rotatable Bonds: 10

Polar Surface Area: 76.74

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -1.51

CX Basic pKa: ┄

CX LogP: 5.22

CX LogD: 4.33

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.32

Np Likeness Score: 2.72

References

1. Lee HS, Lee TH, Yang SH, Shin HJ, Shin J, Oh KB..  (2007)  Sesterterpene sulfates as isocitrate lyase inhibitors from tropical sponge Hippospongia sp.,  17  (9): [PMID:17317180] [10.1016/j.bmcl.2007.02.027]

Source

Source(1):

• Scientific Literature