halisulfate 9

ID: ALA560361

PubChem CID: 10368315

Max Phase: Preclinical

Molecular Formula: C25H40O6S

Molecular Weight: 468.66

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Halisulfate 9 | halisulfate 9|CHEMBL560361

Synonyms from Alternative Forms(1): Halisulphate 9

Canonical SMILES:  C[C@H]1CC[C@H]2C(=CCCC2(C)C)[C@@]1(C)CCC(CCCC1=CC(=O)OC1)COS(=O)(=O)O

Standard InChI:  InChI=1S/C25H40O6S/c1-18-10-11-21-22(9-6-13-24(21,2)3)25(18,4)14-12-19(17-31-32(27,28)29)7-5-8-20-15-23(26)30-16-20/h9,15,18-19,21H,5-8,10-14,16-17H2,1-4H3,(H,27,28,29)/t18-,19?,21-,25-/m0/s1

Standard InChI Key:  NFFYCHHMRWODEA-KYQCUNBSSA-N

Molfile:  

     RDKit          2D

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    6.0833   -3.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954   -3.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5074   -2.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9340   -3.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9330   -2.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2174   -1.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3750   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2000   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6473   -1.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2125   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2125   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6317    0.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2028    0.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1979    1.4708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4810    1.8791    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7625    2.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0715    1.1629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8906    2.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3486    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0606    0.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7775    0.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8681   -0.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6760   -0.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0843   -0.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5286    0.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9043    0.0785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042   -3.8917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
  5  4  2  0
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  5 10  1  0
 17 18  1  0
  6  7  1  0
 17 19  1  0
  7  8  1  0
 19 20  1  0
  8  9  1  0
 20 21  1  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 21 23  2  0
  3 11  1  0
 21 24  2  0
 18 25  1  0
  3 12  1  0
 25 26  1  0
  1  2  1  0
 26 27  1  0
 27 28  1  0
  9 13  1  1
  1  4  1  0
 10 14  1  6
  2  3  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  2  0
 10 15  1  0
 30 32  2  0
  3  6  1  0
  6 33  1  1
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA560361

   HALISULPHATE 9

2. Parent:

   

   ALA560361

   HALISULFATE 9

Molecule Features

Natural Product: Yes

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: 468.66

Molecular Weight (Monoisotopic): 468.2546

AlogP: 5.65

#Rotatable Bonds: 10

Polar Surface Area: 89.90

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -1.27

CX Basic pKa: ┄

CX LogP: 5.80

CX LogD: 3.16

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: 3.19

References

1. Yao G, Kondratyuk TP, Tan GT, Pezzuto JM, Chang LC..  (2009)  Bioactive sulfated sesterterpene alkaloids and sesterterpene sulfates from the marine sponge Fasciospongia sp.,  72  (2): [PMID:19178162] [10.1021/np8005343]

Source

Source(1):

• Scientific Literature