Lycoricidine monoacetate

ID: ALA476703

Chembl Id: CHEMBL476703

PubChem CID: 44584627

Max Phase: Preclinical

Molecular Formula: C16H17NO8

Molecular Weight: 351.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Lycoricidine Monoacetate | Lycoricidine monoacetate|CHEMBL476703

Canonical SMILES:  CC(=O)O[C@@H]1[C@@H](O)[C@@H](O)[C@@H]2NC(=O)c3cc4c(cc3[C@H]2[C@H]1O)OCO4

Standard InChI:  InChI=1S/C16H17NO8/c1-5(18)25-15-12(19)10-6-2-8-9(24-4-23-8)3-7(6)16(22)17-11(10)13(20)14(15)21/h2-3,10-15,19-21H,4H2,1H3,(H,17,22)/t10-,11-,12-,13+,14+,15+/m1/s1

Standard InChI Key:  MZSZEFRWURPSJY-JNWWKETESA-N

Alternative Forms

1. Parent:

   

   ALA476703

   LYCORICIDINE MONOACETATE

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: 351.31

Molecular Weight (Monoisotopic): 351.0954

AlogP: -1.36

#Rotatable Bonds: 1

Polar Surface Area: 134.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.84

CX Basic pKa: ┄

CX LogP: -1.82

CX LogD: -1.82

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: 2.05

References

1. Gabrielsen B, Monath TP, Huggins JW, Kefauver DF, Pettit GR, Groszek G, Hollingshead M, Kirsi JJ, Shannon WM, Schubert EM..  (1992)  Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.,  55  (11): [PMID:1336040] [10.1021/np50089a003]

Source

Source(1):

• Scientific Literature