3-(benzenesulfonyl)-4-(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}butoxy)-1,2,5-oxadiazol-2-ium-2-olate

ID: ALA3342217

PubChem CID: 118716338

Max Phase: Preclinical

Molecular Formula: C37H42N2O16S

Molecular Weight: 802.81

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)OCCCCOc5no[n+]([O-])c5S(=O)(=O)c5ccccc5)OC[C@]32[C@@H]14

Standard InChI: InChI=1S/C37H42N2O16S/c1-18(2)14-24(41)54-27-29-36-17-52-37(29,30(44)26(43)28(36)35(4)16-22(40)25(42)19(3)21(35)15-23(36)53-33(27)45)34(46)51-13-9-8-12-50-31-32(39(47)55-38-31)56(48,49)20-10-6-5-7-11-20/h5-7,10-11,14,21,23,26-30,42-44H,8-9,12-13,15-17H2,1-4H3/t21-,23+,26+,27+,28+,29+,30-,35-,36+,37+/m0/s1

Standard InChI Key: GACAOJGJPCDGGH-PDFFLMGJSA-N

Molfile:

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M  CHG  2   6   1   9  -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: 802.81	Molecular Weight (Monoisotopic): 802.2255	AlogP: 1.20	#Rotatable Bonds: 11
Polar Surface Area: 262.23	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: 0.41	CX LogD: 0.38
Aromatic Rings: 2	Heavy Atoms: 56	QED Weighted: 0.09	Np Likeness Score: 1.96

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-(benzenesulfonyl)-4-(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}butoxy)-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