2alpha-Hydroxy-Stachybotrylactone

ID: ALA3596263

Chembl Id: CHEMBL3596263

PubChem CID: 102352215

Max Phase: Preclinical

Molecular Formula: C23H30O6

Molecular Weight: 402.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2C(C)(C)[C@H](O)[C@H](O)C[C@]2(C)[C@@]12Cc1c(O)cc3c(c1O2)COC3=O

Standard InChI:  InChI=1S/C23H30O6/c1-11-5-6-17-21(2,3)19(26)16(25)9-22(17,4)23(11)8-13-15(24)7-12-14(18(13)29-23)10-28-20(12)27/h7,11,16-17,19,24-26H,5-6,8-10H2,1-4H3/t11-,16-,17+,19-,22+,23-/m1/s1

Standard InChI Key:  QNHLJWJDHJGJKS-DXORJMCXSA-N

Alternative Forms

1. Parent:

   

   ALA3596263

   (2R,3S,4aS,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,8-dihydrofuro[3,4-g][1]benzofuran]-6'-one

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: 402.49

Molecular Weight (Monoisotopic): 402.2042

AlogP: 2.94

#Rotatable Bonds: ┄

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.76

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 2.91

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: 3.12

References

1. Tedaldi L, Wagner GK.  (2014)  Beyond substrate analogues: new inhibitor chemotypes for glycosyltransferases,  5  (8): [10.1039/C4MD00086B]

Source

Source(1):

• Scientific Literature