3-(4-{[(4-oxo-4-{[(1R,2S,3R,6R,8R,13S,14R,15R,16S,17R)-10,15,16-trihydroxy-17-(methoxycarbonyl)-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-en-3-yl]oxy}butanoyl)oxy]methyl}phenoxymethyl)-4-phenyl-1,2,5-oxadiazol-2-ium-2-olate

ID: ALA3342215

PubChem CID: 118716337

Max Phase: Preclinical

Molecular Formula: C41H42N2O16

Molecular Weight: 818.79

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COC(=O)[C@]12OC[C@]34[C@H]([C@@H](O)[C@@H]1O)[C@@]1(C)CC(=O)C(O)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)CCC(=O)OCc1ccc(OCc3c(-c5ccccc5)no[n+]3[O-])cc1)[C@@H]24

Standard InChI: InChI=1S/C41H42N2O16/c1-20-24-15-27-40-19-56-41(38(51)53-3,36(49)32(48)34(40)39(24,2)16-26(44)31(20)47)35(40)33(37(50)57-27)58-29(46)14-13-28(45)55-17-21-9-11-23(12-10-21)54-18-25-30(42-59-43(25)52)22-7-5-4-6-8-22/h4-12,24,27,32-36,47-49H,13-19H2,1-3H3/t24-,27+,32+,33+,34+,35+,36-,39-,40+,41+/m0/s1

Standard InChI Key: FZGGJCJBOGJODL-WDIUZOAUSA-N

Molfile:

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M  CHG  2  53   1  63  -1
M  END

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 818.79	Molecular Weight (Monoisotopic): 818.2534	AlogP: 1.94	#Rotatable Bonds: 11
Polar Surface Area: 254.39	Molecular Species: NEUTRAL	HBA: 17	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 18	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 8.64	CX Basic pKa: ┄	CX LogP: -0.42	CX LogD: -0.44
Aromatic Rings: 3	Heavy Atoms: 59	QED Weighted: 0.14	Np Likeness Score: 1.85

References

1. Tang W, Xie J, Xu S, Lv H, Lin M, Yuan S, Bai J, Hou Q, Yu S.. (2014) Novel nitric oxide-releasing derivatives of brusatol as anti-inflammatory agents: design, synthesis, biological evaluation, and nitric oxide release studies., 57 (18): [PMID:25179783] [10.1021/jm5007534]

3-(4-{[(4-oxo-4-{[(1R,2S,3R,6R,8R,13S,14R,15R,16S,17R)-10,15,16-trihydroxy-17-(methoxycarbonyl)-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0^{1,6}.0^{2,17}.0^{8,13}]nonadec-9-en-3-yl]oxy}butanoyl)oxy]methyl}phenoxymethyl)-4-phenyl-1,2,5-oxadiazol-2-ium-2-olate

Names and Identifiers

Alternative Forms

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source