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

ID: ALA3342210

PubChem CID: 118716332

Max Phase: Preclinical

Molecular Formula: C42H48N2O19S

Molecular Weight: 916.91

Molecule Type: Small molecule

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(OC(=O)CCC(=O)OCCCCOc5no[n+]([O-])c5S(=O)(=O)c5ccccc5)=C(C)[C@@H]1C[C@H]3OC(=O)[C@H](OC(=O)C=C(C)C)[C@@H]24

Standard InChI:  InChI=1S/C42H48N2O19S/c1-21(2)17-29(48)62-32-34-41-20-59-42(34,39(52)56-5)35(50)30(49)33(41)40(4)19-25(45)31(22(3)24(40)18-26(41)60-38(32)51)61-28(47)14-13-27(46)57-15-9-10-16-58-36-37(44(53)63-43-36)64(54,55)23-11-7-6-8-12-23/h6-8,11-12,17,24,26,30,32-35,49-50H,9-10,13-16,18-20H2,1-5H3/t24-,26+,30+,32+,33+,34+,35-,40-,41+,42+/m0/s1

Standard InChI Key:  VRRHHDDMGOKXPZ-HNVJPALWSA-N

Molfile:  

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M  CHG  2   6   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3342210

   ---

Molecule Features

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: 916.91

Molecular Weight (Monoisotopic): 916.2572

AlogP: 1.14

#Rotatable Bonds: 15

Polar Surface Area: 294.60

Molecular Species: NEUTRAL

HBA: 20

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 21

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.75

CX Basic pKa: ┄

CX LogP: 0.01

CX LogD: 0.01

Aromatic Rings: 2

Heavy Atoms: 64

QED Weighted: 0.08

Np Likeness Score: 1.76

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]

Source

Source(1):

• Scientific Literature