(4R,4bS,5S,10bS)-8-(1S,4S)-Cyclohexyl-6b-((S)-2-dimethylamino-1-(R)-oxo-ethyl)-5-hydroxy-6a-(R)-methyl-4a-methyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-2-one

ID: ALA4855591

PubChem CID: 59445518

Max Phase: Preclinical

Molecular Formula: C30H43NO5

Molecular Weight: 497.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CC(=O)[C@@]12O[C@H](C3CCCCC3)O[C@@H]1C[C@H]1[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]12C

Standard InChI:  InChI=1S/C30H43NO5/c1-28-13-12-20(32)14-19(28)10-11-21-22-15-25-30(24(34)17-31(3)4,29(22,2)16-23(33)26(21)28)36-27(35-25)18-8-6-5-7-9-18/h12-14,18,21-23,25-27,33H,5-11,15-17H2,1-4H3/t21-,22-,23-,25+,26+,27+,28-,29-,30+/m0/s1

Standard InChI Key:  LOMFFQRHAUUYKV-LUWUXRAQSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4855591

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

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: 497.68

Molecular Weight (Monoisotopic): 497.3141

AlogP: 4.07

#Rotatable Bonds: 4

Polar Surface Area: 76.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 4.35

CX LogD: 4.15

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.63

Np Likeness Score: 1.87

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