Methanesulfonic acid 2-((3R,6S,6bR,9aS,10aS,10bS,12S)-8-cyclohexyl-5-hydroxy-4a,6a-dimethyl-2-(R)-oxo-2,4a,4b,5,6,6a,9a,10,10a,10b,11,12-dodecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-6b-yl)-2-oxo-ethyl ester

ID: ALA4872145

PubChem CID: 59445606

Max Phase: Preclinical

Molecular Formula: C29H40O8S

Molecular Weight: 548.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]12C=CC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1C[C@H]1O[C@@H](C3CCCCC3)O[C@]12C(=O)COS(C)(=O)=O

Standard InChI:  InChI=1S/C29H40O8S/c1-27-12-11-19(30)13-18(27)9-10-20-21-14-24-29(23(32)16-35-38(3,33)34,28(21,2)15-22(31)25(20)27)37-26(36-24)17-7-5-4-6-8-17/h11-13,17,20-22,24-26,31H,4-10,14-16H2,1-3H3/t20-,21-,22-,24+,25+,26+,27-,28-,29+/m0/s1

Standard InChI Key:  KTRWBTBXWOKMNL-GIAOZSEJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4872145

   [2-[(1S,2S,4R,6R,8S,9S,11S,12S,13R)-6-cyclohexyl-11-hydroxy-9,13-dimethyl-16-oxo-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-8-yl]-2-oxoethyl] methanesulfonate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 548.70

Molecular Weight (Monoisotopic): 548.2444

AlogP: 3.48

#Rotatable Bonds: 5

Polar Surface Area: 116.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.52

Np Likeness Score: 1.85

References

1. Tsuji G, Yonemitsu K, Ito T, Yanase Y, Uema M, Ohoka N, Inoue T, Asakura H, Demizu Y..  (2021)  Development of ciclesonide analogues that block SARS-CoV-2 RNA replication.,  43  [PMID:33887440] [10.1016/j.bmcl.2021.128052]

Source

Source(1):

• Scientific Literature