(+)-spirolaxine

ID: ALA523995

Chembl Id: CHEMBL523995

Cas Number: 126382-01-2

PubChem CID: 11188895

Max Phase: Preclinical

Molecular Formula: C23H32O6

Molecular Weight: 404.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Spirolaxine | spirolaxine|Spirolaxin|126382-01-2|5-hydroxy-7-methoxy-3R-[5-[(2R,5R,7R)-2-methyl-1,6-dioxaspiro[4.5]dec-7-yl]pentyl]-1(3H)-isobenzofuranone|(+)-spirolaxine|CHEMBL523995|AKOS040749548|HY-117760|CS-0067722|(3R)-5-hydroxy-7-methoxy-3-[5-[(2R,5R,7R)-2-methyl-1,6-dioxaspiro[4.5]decan-7-yl]pentyl]-3H-2-benzofuran-1-one

Canonical SMILES:  COc1cc(O)cc2c1C(=O)O[C@@H]2CCCCC[C@@H]1CCC[C@]2(CC[C@@H](C)O2)O1

Standard InChI:  InChI=1S/C23H32O6/c1-15-10-12-23(28-15)11-6-8-17(29-23)7-4-3-5-9-19-18-13-16(24)14-20(26-2)21(18)22(25)27-19/h13-15,17,19,24H,3-12H2,1-2H3/t15-,17-,19-,23-/m1/s1

Standard InChI Key:  CZIMFHQXGMXDMO-DGROVODQSA-N

Alternative Forms

1. Parent:

   

   ALA523995

   Spirolaxine

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: 404.50

Molecular Weight (Monoisotopic): 404.2199

AlogP: 5.03

#Rotatable Bonds: 7

Polar Surface Area: 74.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.39

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 4.74

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: 1.89

References

1. Bava A, Dallavalle S, Fronza G, Nasini G, Vajna de Pava O..  (2006)  Absolute configuration of sporotricale and structure of 6-hydroxysporotricale.,  69  (12): [PMID:17190462] [10.1021/np060212v]

Source

Source(1):

• Scientific Literature