7-deoxypancratistatin tetraacetate

ID: ALA516115

Chembl Id: CHEMBL516115

PubChem CID: 10950890

Max Phase: Preclinical

Molecular Formula: C22H23NO11

Molecular Weight: 477.42

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 7-Deoxypancratistatin Tetraacetate | 7-Deoxypancratistatin tetraacetate|CHEMBL516115

Canonical SMILES:  CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]2c3cc4c(cc3C(=O)N[C@H]2[C@@H]1OC(C)=O)OCO4

Standard InChI:  InChI=1S/C22H23NO11/c1-8(24)31-18-16-12-5-14-15(30-7-29-14)6-13(12)22(28)23-17(16)19(32-9(2)25)21(34-11(4)27)20(18)33-10(3)26/h5-6,16-21H,7H2,1-4H3,(H,23,28)/t16-,17-,18-,19+,20+,21+/m1/s1

Standard InChI Key:  QFDOYHJWDVZRDI-SQDPYLFBSA-N

Alternative Forms

1. Parent:

   

   ALA516115

   7-Deoxypancratistatin tetraacetate

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: 477.42

Molecular Weight (Monoisotopic): 477.1271

AlogP: 0.35

#Rotatable Bonds: 4

Polar Surface Area: 152.76

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.50

CX LogD: -0.50

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: 1.27

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