3-(benzenesulfonyl)-4-{4-[(4-{[(1R,2S,3R,6R,8R,13S,14R,15R,16S,17R)-17-carboxy-15,16-dihydroxy-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}-4-oxobutanoyl)oxy]butoxy}-1,2,5-oxadiazol-2-ium-2-olate

ID: ALA3342221

PubChem CID: 118716342

Max Phase: Preclinical

Molecular Formula: C41H46N2O19S

Molecular Weight: 902.88

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(OC(=O)CCC(=O)OCCCCOc4no[n+]([O-])c4S(=O)(=O)c4ccccc4)C(=O)C[C@]3(C)[C@H]3[C@@H](O)[C@H](O)[C@]4(C(=O)O)OC[C@]32[C@@H]14

Standard InChI: InChI=1S/C41H46N2O19S/c1-20(2)16-28(47)61-31-33-40-19-58-41(33,38(51)52)34(49)29(48)32(40)39(4)18-24(44)30(21(3)23(39)17-25(40)59-37(31)50)60-27(46)13-12-26(45)56-14-8-9-15-57-35-36(43(53)62-42-35)63(54,55)22-10-6-5-7-11-22/h5-7,10-11,16,23,25,29,31-34,48-49H,8-9,12-15,17-19H2,1-4H3,(H,51,52)/t23-,25+,29+,31+,32+,33+,34-,39-,40+,41+/m0/s1

Standard InChI Key: DRAWVCJGISEQCZ-MREYRQCPSA-N

Molfile:

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M  CHG  2  16   1  19  -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: 902.88	Molecular Weight (Monoisotopic): 902.2415	AlogP: 1.05	#Rotatable Bonds: 15
Polar Surface Area: 305.60	Molecular Species: ACID	HBA: 19	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 21	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 3.46	CX Basic pKa: ┄	CX LogP: -0.02	CX LogD: -3.51
Aromatic Rings: 2	Heavy Atoms: 63	QED Weighted: 0.07	Np Likeness Score: 1.75

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-[(4-{[(1R,2S,3R,6R,8R,13S,14R,15R,16S,17R)-17-carboxy-15,16-dihydroxy-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}-4-oxobutanoyl)oxy]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