(20S,22S)-5-alpha-chloro-12-alpha,22-epoxy-6-beta,12-beta,17-beta-trihydroxy-1-oxo-witha-2,24-dien-26,22-olide

ID: ALA500909

Chembl Id: CHEMBL500909

PubChem CID: 44583790

Max Phase: Preclinical

Molecular Formula: C28H37ClO7

Molecular Weight: 521.05

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Jaborosalactone 28 | Jaborosalactone 28|CHEMBL500909

Canonical SMILES:  CC1=C(C)C(=O)O[C@]2(C1)O[C@@]1(O)C[C@H]3[C@@H](C[C@@H](O)[C@@]4(Cl)CC=CC(=O)[C@]34C)[C@@H]3CC[C@@](O)([C@@H]2C)[C@]31C

Standard InChI:  InChI=1S/C28H37ClO7/c1-14-12-27(35-22(32)15(14)2)16(3)26(33)10-8-18-17-11-21(31)25(29)9-6-7-20(30)23(25,4)19(17)13-28(34,36-27)24(18,26)5/h6-7,16-19,21,31,33-34H,8-13H2,1-5H3/t16-,17-,18-,19-,21+,23-,24-,25-,26+,27+,28-/m0/s1

Standard InChI Key:  VWXZQPLXTOJKNO-WTIANPSWSA-N

Alternative Forms

1. Parent:

   

   ALA500909

   JABOROSALACTONE 28

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: 521.05

Molecular Weight (Monoisotopic): 520.2228

AlogP: 3.38

#Rotatable Bonds: 0

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.50

CX Basic pKa:

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 0

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: 3.42

References

1. Nicotra VE, Ramacciotti NS, Gil RR, Oberti JC, Feresin GE, Guerrero CA, Baggio RF, Garland MT, Burton G..  (2006)  Phytotoxic withanolides from Jaborosa rotacea.,  69  (5): [PMID:16724841] [10.1021/np0600090]

Source

Source(1):

• Scientific Literature