3-[4-({[(1R,2S,3R,6R,8R,13S,14R,15R,16S,17R)-15,16-dihydroxy-17-(methoxycarbonyl)-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-10-yl]oxy}methyl)phenoxymethyl]-4-phenyl-1,2,5-oxadiazol-2-ium-2-olate

ID: ALA3342213

PubChem CID: 118716335

Max Phase: Preclinical

Molecular Formula: C42H44N2O14

Molecular Weight: 800.81

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(OCc5ccc(OCc6c(-c7ccccc7)no[n+]6[O-])cc5)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)C=C(C)C)[C@@H]24

Standard InChI: InChI=1S/C42H44N2O14/c1-21(2)15-30(46)57-34-36-41-20-55-42(36,39(50)52-5)37(48)32(47)35(41)40(4)17-28(45)33(22(3)26(40)16-29(41)56-38(34)49)54-18-23-11-13-25(14-12-23)53-19-27-31(43-58-44(27)51)24-9-7-6-8-10-24/h6-15,26,29,32,34-37,47-48H,16-20H2,1-5H3/t26-,29+,32+,34+,35+,36+,37-,40-,41+,42+/m0/s1

Standard InChI Key: NDGKASWBIXVVPD-ASYKHDRWSA-N

Molfile:

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M  CHG  2   6   1   7  -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: 800.81	Molecular Weight (Monoisotopic): 800.2793	AlogP: 3.04	#Rotatable Bonds: 10
Polar Surface Area: 217.09	Molecular Species: NEUTRAL	HBA: 15	HBD: 2
#RO5 Violations: 2	HBA (Lipinski): 16	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.75	CX Basic pKa: ┄	CX LogP: 1.65	CX LogD: 1.65
Aromatic Rings: 3	Heavy Atoms: 58	QED Weighted: 0.13	Np Likeness Score: 2.00

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-({[(1R,2S,3R,6R,8R,13S,14R,15R,16S,17R)-15,16-dihydroxy-17-(methoxycarbonyl)-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-10-yl]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