Methyl 2-((3R,5S,7R,8R)-8-hydroxy-7-((5-((2S,3S,5R,6R)-5-((S)-4-isobutyramidopent-2-enamido)-3,6-dimethyltetrahydro-2H-pyran-2-yl)-3-methylpenta-1,3-dien-1-yl)-1,6-dioxaspiro[2.5]octan-5-yl)acetate

ID: ALA5206472

PubChem CID: 168294589

Max Phase: Preclinical

Molecular Formula: C31H48N2O8

Molecular Weight: 576.73

Names and Identifiers

Canonical SMILES:  COC(=O)C[C@@H]1C[C@@]2(CO2)[C@H](O)[C@@H](/C=C/C(C)=C/C[C@@H]2O[C@H](C)[C@H](NC(=O)/C=C\[C@H](C)NC(=O)C(C)C)C[C@@H]2C)O1

Standard InChI:  InChI=1S/C31H48N2O8/c1-18(2)30(37)32-21(5)10-13-27(34)33-24-14-20(4)25(40-22(24)6)11-8-19(3)9-12-26-29(36)31(17-39-31)16-23(41-26)15-28(35)38-7/h8-10,12-13,18,20-26,29,36H,11,14-17H2,1-7H3,(H,32,37)(H,33,34)/b12-9+,13-10-,19-8+/t20-,21-,22+,23+,24+,25-,26+,29+,31+/m0/s1

Standard InChI Key:  AEKGVHIUIYKTFT-AYMDAWMLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5206472

   ---

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: 576.73

Molecular Weight (Monoisotopic): 576.3411

AlogP: 2.74

#Rotatable Bonds: 11

Polar Surface Area: 135.72

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.92

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.15

Np Likeness Score: 2.07

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