Heliotrine N-Oxide

ID: ALA2289736

Chembl Id: CHEMBL2289736

Cas Number: 6209-65-0

PubChem CID: 5355258

Max Phase: Preclinical

Molecular Formula: C16H27NO6

Molecular Weight: 329.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H](C)[C@](O)(C(=O)OCC1=CC[N+]2([O-])CC[C@H](O)[C@@H]12)C(C)C

Standard InChI:  InChI=1S/C16H27NO6/c1-10(2)16(20,11(3)22-4)15(19)23-9-12-5-7-17(21)8-6-13(18)14(12)17/h5,10-11,13-14,18,20H,6-9H2,1-4H3/t11-,13+,14-,16+,17?/m1/s1

Standard InChI Key:  QSTHEUSPIBEICI-MCAMCBDESA-N

Alternative Forms

1. Parent:

   

   ALA2289736

   HELIOTRINE N-OXIDE

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: 329.39

Molecular Weight (Monoisotopic): 329.1838

AlogP: 0.34

#Rotatable Bonds: 6

Polar Surface Area: 99.05

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.33

CX Basic pKa: 2.83

CX LogP: -0.77

CX LogD: -0.77

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.32

Np Likeness Score: 2.43

References

1. Thoden TC, Boppré M, Hallmann J..  (2009)  Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.,  65  (7): [PMID:19378265] [10.1002/ps.1764]

Source

Source(1):

• Scientific Literature