4,12-seco-4,12-dioxodehydroryanodin

ID: ALA2273073

Chembl Id: CHEMBL2273073

PubChem CID: 76330734

Max Phase: Preclinical

Molecular Formula: C25H31NO9

Molecular Weight: 489.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@]2(O)[C@]3(O[C@@]4(O)C[C@]2(C)C(=O)[C@H](OC(=O)c2ccc[nH]2)[C@](O)(C(C)C)[C@@]4(C)C3=O)[C@@H]1O

Standard InChI:  InChI=1S/C25H31NO9/c1-12(2)24(33)17(34-18(29)14-7-6-10-26-14)16(28)20(4)11-23(32)21(24,5)19(30)25(35-23)15(27)13(3)8-9-22(20,25)31/h6-7,10,12,15,17,26-27,31-33H,3,8-9,11H2,1-2,4-5H3/t15-,17+,20-,21+,22+,23+,24-,25+/m1/s1

Standard InChI Key:  KGHMNQAMFRXYRU-AVHPQMCVSA-N

Alternative Forms

1. Parent:

   

   ALA2273073

   4,12-SECO-4,12-DIOXODEHYDRORYANODIN

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: 489.52

Molecular Weight (Monoisotopic): 489.1999

AlogP: 0.39

#Rotatable Bonds: 3

Polar Surface Area: 166.38

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.29

CX Basic pKa: ┄

CX LogP: 1.84

CX LogD: 1.84

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: 1.68

References

1. Jefferies PR, Lehmberg E, Lam WW, Casida JE..  (1993)  Bioactive ryanoids from nucleophilic additions to 4,12-seco-4,12-dioxoryanodine.,  36  (9): [PMID:8387597] [10.1021/jm00061a003]

Source

Source(1):

• Scientific Literature