4-(3-((2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carbonyloxy)propoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

ID: ALA4483040

PubChem CID: 155540017

Max Phase: Preclinical

Molecular Formula: C40H48N2O9S

Molecular Weight: 732.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(O)C(=O)C=C2C1=CC=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@](C)(C(=O)OCCCOc4no[n+]([O-])c4S(=O)(=O)c4ccccc4)CC[C@]3(C)CC[C@]12C

Standard InChI:  InChI=1S/C40H48N2O9S/c1-25-27-13-14-30-38(4,28(27)23-29(43)32(25)44)18-20-40(6)31-24-37(3,16-15-36(31,2)17-19-39(30,40)5)35(45)50-22-10-21-49-33-34(42(46)51-41-33)52(47,48)26-11-8-7-9-12-26/h7-9,11-14,23,31,44H,10,15-22,24H2,1-6H3/t31-,36-,37-,38+,39-,40+/m1/s1

Standard InChI Key:  FQTNQDPNNUVIEM-XJNOSGGDSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4483040

   ---

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: 732.90

Molecular Weight (Monoisotopic): 732.3081

AlogP: 7.08

#Rotatable Bonds: 8

Polar Surface Area: 159.94

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.75

CX Basic pKa: ┄

CX LogP: 5.29

CX LogD: 5.29

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.17

Np Likeness Score: 1.63

References

1. Li N, Xu M, Bao N, Shi W, Li Q, Zhang X, Sun J, Chen L..  (2018)  Discovery of novel NO-releasing celastrol derivatives with Hsp90 inhibition and cytotoxic activities.,  160  [PMID:30316059] [10.1016/j.ejmech.2018.10.013]

Source

Source(1):

• Scientific Literature