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

ID: ALA3342214

PubChem CID: 118716336

Max Phase: Preclinical

Molecular Formula: C37H42N2O18S

Molecular Weight: 834.81

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(O)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)CCC(=O)OCCCCOc1no[n+]([O-])c1S(=O)(=O)c1ccccc1)[C@@H]24

Standard InChI: InChI=1S/C37H42N2O18S/c1-18-20-15-22-36-17-54-37(34(47)51-3,30(45)26(44)28(36)35(20,2)16-21(40)25(18)43)29(36)27(33(46)55-22)56-24(42)12-11-23(41)52-13-7-8-14-53-31-32(39(48)57-38-31)58(49,50)19-9-5-4-6-10-19/h4-6,9-10,20,22,26-30,43-45H,7-8,11-17H2,1-3H3/t20-,22+,26+,27+,28+,29+,30-,35-,36+,37+/m0/s1

Standard InChI Key: CXNPIRVDHAZWTI-QKAUTLGHSA-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: 834.81	Molecular Weight (Monoisotopic): 834.2153	AlogP: 0.19	#Rotatable Bonds: 13
Polar Surface Area: 288.53	Molecular Species: NEUTRAL	HBA: 19	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 20	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 8.64	CX Basic pKa: ┄	CX LogP: -1.73	CX LogD: -1.75
Aromatic Rings: 2	Heavy Atoms: 58	QED Weighted: 0.11	Np Likeness Score: 1.78

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-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]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