(2S,4aR,6aS,6bR,10aS,10bS)-6b-(2-Amino-acetyl)-8-(1S,2S)-cyclohexyl-5-hydroxy-4a,6a-dimethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-2-one

ID: ALA4875794

PubChem CID: 164626170

Max Phase: Preclinical

Molecular Formula: C28H39NO5

Molecular Weight: 469.62

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)CN

Standard InChI:  InChI=1S/C28H39NO5/c1-26-11-10-18(30)12-17(26)8-9-19-20-13-23-28(22(32)15-29,27(20,2)14-21(31)24(19)26)34-25(33-23)16-6-4-3-5-7-16/h10-12,16,19-21,23-25,31H,3-9,13-15,29H2,1-2H3/t19-,20-,21-,23+,24+,25+,26-,27-,28+/m0/s1

Standard InChI Key:  MSBIGGUKWRHBSQ-ZXBNPROVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4875794

   ---

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: 469.62

Molecular Weight (Monoisotopic): 469.2828

AlogP: 3.46

#Rotatable Bonds: 3

Polar Surface Area: 98.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.74

CX LogP: 3.53

CX LogD: 3.03

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.66

Np Likeness Score: 2.17

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