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

ID: ALA3342211

PubChem CID: 118716333

Max Phase: Preclinical

Molecular Formula: C46H48N2O19S

Molecular Weight: 964.95

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)c5ccccc5C(=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/C46H48N2O19S/c1-23(2)19-31(50)65-34-36-45-22-63-46(36,43(56)60-5)37(52)32(51)35(45)44(4)21-29(49)33(24(3)28(44)20-30(45)64-42(34)55)66-41(54)27-16-10-9-15-26(27)40(53)62-18-12-11-17-61-38-39(48(57)67-47-38)68(58,59)25-13-7-6-8-14-25/h6-10,13-16,19,28,30,32,34-37,51-52H,11-12,17-18,20-22H2,1-5H3/t28-,30+,32+,34+,35+,36+,37-,44-,45+,46+/m0/s1

Standard InChI Key:  IASBNEUEFIKZJY-DBZNAARSSA-N

Molfile:  

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M  CHG  2   6   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3342211

   ---

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: 964.95

Molecular Weight (Monoisotopic): 964.2572

AlogP: 2.29

#Rotatable Bonds: 14

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: 2.67

CX LogD: 2.67

Aromatic Rings: 3

Heavy Atoms: 68

QED Weighted: 0.08

Np Likeness Score: 1.60

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