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

ID: ALA3342218

PubChem CID: 118716339

Max Phase: Preclinical

Molecular Formula: C41H42N2O14

Molecular Weight: 786.79

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(C)=CC(=O)O[C@H]1C(=O)O[C@@H]2C[C@H]3C(C)=C(O)C(=O)C[C@]3(C)[C@H]3[C@@H](O)[C@H](O)[C@]4(C(=O)OCc5ccc(OCc6c(-c7ccccc7)no[n+]6[O-])cc5)OC[C@]32[C@@H]14

Standard InChI: InChI=1S/C41H42N2O14/c1-20(2)14-29(45)56-33-35-40-19-54-41(35,36(48)32(47)34(40)39(4)16-27(44)31(46)21(3)25(39)15-28(40)55-37(33)49)38(50)53-17-22-10-12-24(13-11-22)52-18-26-30(42-57-43(26)51)23-8-6-5-7-9-23/h5-14,25,28,32-36,46-48H,15-19H2,1-4H3/t25-,28+,32+,33+,34+,35+,36-,39-,40+,41+/m0/s1

Standard InChI Key: SFEFKYDYEYQCFT-NZQKGVCOSA-N

Molfile:

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M  CHG  2   5   1  61  -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: 786.79	Molecular Weight (Monoisotopic): 786.2636	AlogP: 2.95	#Rotatable Bonds: 9
Polar Surface Area: 228.09	Molecular Species: NEUTRAL	HBA: 15	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 16	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 8.64	CX Basic pKa: ┄	CX LogP: 1.72	CX LogD: 1.69
Aromatic Rings: 3	Heavy Atoms: 57	QED Weighted: 0.12	Np Likeness Score: 2.03

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]

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