(S)-5-(((2R,3R,5S,6S)-6-((5-((3R,4R,5R,7R)-4-hydroxy-7-(2-hydroxyethyl)-1,6-dioxaspiro[2.5]octan-5-yl)-3-methylpenta-2,4-dien-1-yl)-2,5-dimethyltetrahydro-2H-pyran-3-yl)amino)-5-oxopent-3-en-2-yl acetate

ID: ALA5192239

PubChem CID: 168284573

Max Phase: Preclinical

Molecular Formula: C28H43NO8

Molecular Weight: 521.65

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H](C)/C=C\C(=O)N[C@@H]1C[C@H](C)[C@H](C/C=C(C)/C=C/[C@H]2O[C@H](CCO)C[C@@]3(CO3)[C@@H]2O)O[C@@H]1C

Standard InChI:  InChI=1S/C28H43NO8/c1-17(7-10-25-27(33)28(16-34-28)15-22(37-25)12-13-30)6-9-24-18(2)14-23(20(4)36-24)29-26(32)11-8-19(3)35-21(5)31/h6-8,10-11,18-20,22-25,27,30,33H,9,12-16H2,1-5H3,(H,29,32)/b10-7+,11-8-,17-6+/t18-,19-,20+,22+,23+,24-,25+,27+,28+/m0/s1

Standard InChI Key:  HRGJGQOKVJIBSP-DNJPMNNJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5192239

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 521.65

Molecular Weight (Monoisotopic): 521.2989

AlogP: 2.35

#Rotatable Bonds: 10

Polar Surface Area: 126.85

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.92

CX Basic pKa: ┄

CX LogP: 1.23

CX LogD: 1.23

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.17

Np Likeness Score: 2.58

References

1. Ghosh AK, Mishevich JL, Jurica MS..  (2021)  Spliceostatins and Derivatives: Chemical Syntheses and Biological Properties of Potent Splicing Inhibitors.,  84  (5.0): [PMID:33974423] [10.1021/acs.jnatprod.1c00100]

Source

Source(1):

• Scientific Literature