N-[2-((4bS,5S,6R,10bS)-8-(3R,6R)-Cyclohexyl-5-hydroxy-4a,6a-dimethyl-2-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]-isobutyramide

ID: ALA4874117

PubChem CID: 164626745

Max Phase: Preclinical

Molecular Formula: C32H45NO6

Molecular Weight: 539.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NCC(=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/C32H45NO6/c1-18(2)28(37)33-17-25(36)32-26(38-29(39-32)19-8-6-5-7-9-19)15-23-22-11-10-20-14-21(34)12-13-30(20,3)27(22)24(35)16-31(23,32)4/h12-14,18-19,22-24,26-27,29,35H,5-11,15-17H2,1-4H3,(H,33,37)/t22-,23-,24-,26+,27+,29+,30-,31-,32+/m0/s1

Standard InChI Key:  XDRPJHIRPPOCBC-GXOBDPJESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4874117

   ---

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: 539.71

Molecular Weight (Monoisotopic): 539.3247

AlogP: 4.28

#Rotatable Bonds: 5

Polar Surface Area: 101.93

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.51

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.54

Np Likeness Score: 1.74

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