ID: ALA498236

Max Phase: Preclinical

Molecular Formula: C21H33NO7

Molecular Weight: 411.50

Molecule Type: Small molecule

Representations

Synonyms (1): Lasiocarpine
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C=C(/C)C(=O)O[C@H]1CCN2CC=C(COC(=O)[C@](O)([C@H](C)OC)C(C)(C)O)[C@H]12

Standard InChI:  InChI=1S/C21H33NO7/c1-7-13(2)18(23)29-16-9-11-22-10-8-15(17(16)22)12-28-19(24)21(26,14(3)27-6)20(4,5)25/h7-8,14,16-17,25-26H,9-12H2,1-6H3/b13-7-/t14-,16-,17+,21+/m0/s1

Standard InChI Key:  QHOZSLCIKHUPSU-PNFBIMPKSA-N

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

Properties

Molecular Weight: 411.50

Molecular Weight (Monoisotopic): 411.2257

AlogP: 0.96

#Rotatable Bonds: 8

Polar Surface Area: 105.53

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.54

CX Basic pKa: 7.14

CX LogP: 1.33

CX LogD: 1.14

Aromatic Rings: 0

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: 2.16

References

1. Tan GT, Pezzuto JM, Kinghorn AD, Hughes SH..  (1991)  Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.,  54  (1): [PMID:1710653] [10.1021/np50073a012]

2. 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