halisulfate 7

ID: ALA563149

PubChem CID: 45269646

Max Phase: Preclinical

Molecular Formula: C25H40O5S

Molecular Weight: 452.66

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Halisulfate 7 | halisulfate 7|CHEMBL563149

Canonical SMILES:  C[C@H]1CC[C@H]2C(=CCCC2(C)C)[C@@]1(C)CCC(CCCc1ccoc1)COS(=O)(=O)O

Standard InChI:  InChI=1S/C25H40O5S/c1-19-10-11-22-23(9-6-14-24(22,2)3)25(19,4)15-12-20(18-30-31(26,27)28)7-5-8-21-13-16-29-17-21/h9,13,16-17,19-20,22H,5-8,10-12,14-15,18H2,1-4H3,(H,26,27,28)/t19-,20?,22-,25-/m0/s1

Standard InChI Key:  OYRXLPLXKXDHJP-NOIKYAEYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   16.8917   -7.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8917   -8.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6037   -8.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6037   -7.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3157   -7.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3122   -8.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0210   -8.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7378   -8.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7413   -7.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0280   -7.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3042   -9.2583    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.4579   -7.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0303   -6.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7460   -5.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7483   -5.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1833   -9.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8125   -9.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4640   -4.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0351   -4.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3194   -5.1362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6061   -4.7217    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8875   -4.3083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0191   -4.0075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1967   -5.4379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1773   -5.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8929   -4.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6062   -5.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6882   -5.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4947   -6.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9092   -5.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3589   -4.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7375   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  1  0
  3 16  1  0
  5  4  2  0
  3 17  1  0
  5 10  1  0
 15 18  1  0
  6  7  1  0
 15 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
  6 11  1  1
 21 24  2  0
 18 25  1  0
  9 12  1  1
 25 26  1  0
  1  2  1  0
 26 27  1  0
 27 28  2  0
 10 13  1  0
  1  4  1  0
 13 14  1  0
  2  3  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 27  1  0
 14 15  1  0
 10 32  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA563149

   HALISULFATE 7

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: 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: -1.50

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 4.27

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.32

Np Likeness Score: 2.77

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