Chlorojanerin

ID: ALA487396

Chembl Id: CHEMBL487396

PubChem CID: 44559246

Max Phase: Preclinical

Molecular Formula: C20H25ClO6

Molecular Weight: 396.87

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Chlorojanerin | CHEMBL487396

Canonical SMILES:  C=C(CO)C(=O)O[C@H]1CC(=C)C2C[C@H](O)[C@](O)(CCl)C2[C@H]2OC(=C)C(=C)[C@H]12

Standard InChI:  InChI=1S/C20H25ClO6/c1-9-5-14(27-19(24)10(2)7-22)16-11(3)12(4)26-18(16)17-13(9)6-15(23)20(17,25)8-21/h13-18,22-23,25H,1-8H2/t13?,14-,15-,16+,17?,18-,20+/m0/s1

Standard InChI Key:  PLRNJPRHWFZGAM-NDBHTADSSA-N

Alternative Forms

1. Parent:

   

   ALA487396

   CHLOROJANERIN

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: 396.87

Molecular Weight (Monoisotopic): 396.1340

AlogP: 1.46

#Rotatable Bonds: 4

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.79

CX Basic pKa:

CX LogP: 0.52

CX LogD: 0.52

Aromatic Rings: 0

Heavy Atoms: 27

QED Weighted: 0.29

Np Likeness Score: 3.47

References

1. Bruno M, Rosselli S, Maggio A, Raccuglia RA, Bastow KF, Lee KH..  (2005)  Cytotoxic activity of some natural and synthetic guaianolides.,  68  (7): [PMID:16038545] [10.1021/np0500575]

2. Cis J, Nowak G, Kisiel W.  (2006)  Antifeedant properties and chemotaxonomic implications of sesquiterpene lactones and syringin from Rhaponticum pulchrum,  34  (12): [10.1016/j.bse.2006.05.019]

Source

Source(1):

• Scientific Literature