2-O-lauroyl lycorine

ID: ALA4165636

PubChem CID: 66561972

Max Phase: Preclinical

Molecular Formula: C28H39NO5

Molecular Weight: 469.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCC(=O)O[C@H]1C=C2CCN3Cc4cc5c(cc4[C@H]([C@@H]1O)[C@@H]23)OCO5

Standard InChI:  InChI=1S/C28H39NO5/c1-2-3-4-5-6-7-8-9-10-11-25(30)34-24-14-19-12-13-29-17-20-15-22-23(33-18-32-22)16-21(20)26(27(19)29)28(24)31/h14-16,24,26-28,31H,2-13,17-18H2,1H3/t24-,26-,27+,28+/m0/s1

Standard InChI Key:  JRYFXBLEYWMOET-GDWZEYGFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4165636

   [(1S,17S,18S,19S)-18-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-17-yl] dodecanoate

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: 469.62

Molecular Weight (Monoisotopic): 469.2828

AlogP: 5.22

#Rotatable Bonds: 11

Polar Surface Area: 68.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.70

CX Basic pKa: 8.07

CX LogP: 5.31

CX LogD: 4.55

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.27

Np Likeness Score: 1.61

References

1. Bala V, Chhonker YS..  (2018)  Recent developments in anti-Trichomonas research: An update review.,  143  [PMID:29175675] [10.1016/j.ejmech.2017.11.029]

2. Nair JJ, van Staden J..  (2019)  Antiprotozoal alkaloid principles of the plant family Amaryllidaceae.,  29  (20): [PMID:31515186] [10.1016/j.bmcl.2019.126642]

Source

Source(1):

• Scientific Literature