21-nor-10-deoxy-9-hydroxy-dehydroryanodine

ID: ALA77611

Chembl Id: CHEMBL77611

PubChem CID: 44314489

Max Phase: Preclinical

Molecular Formula: C24H33NO9

Molecular Weight: 479.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1(O)C(OC(=O)c2ccc[nH]2)C2(O)C3(C)CC4(O)OC5(CC(O)CCC35O)C2(O)C41C

Standard InChI:  InChI=1S/C24H33NO9/c1-12(2)22(30)16(33-15(27)14-6-5-9-25-14)23(31)17(3)11-21(29)18(22,4)24(23,32)20(34-21)10-13(26)7-8-19(17,20)28/h5-6,9,12-13,16,25-26,28-32H,7-8,10-11H2,1-4H3

Standard InChI Key:  WMQJRIRLNCVUDB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA77611

   (3,6,9,11,13,14-hexahydroxy-7,10-dimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-12-yl) 1H-pyrrole-2-carboxylate

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: 479.53

Molecular Weight (Monoisotopic): 479.2155

AlogP: -0.43

#Rotatable Bonds: 3

Polar Surface Area: 172.70

Molecular Species: NEUTRAL

HBA: 9

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.24

CX Basic pKa: ┄

CX LogP: -0.65

CX LogD: -0.65

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: 2.31

References

1. Jefferies PR, Gengo PJ, Watson MJ, Casida JE..  (1996)  Ryanodine action at calcium release channels. 2. relation to substituents of the cyclohexane ring.,  39  (12): [PMID:8691428] [10.1021/jm950712d]

Source

Source(1):

• Scientific Literature