(S)-5-(((2R,3R,5S,6S)-6-((5-((3R,4R,5R,7S)-7-(2-(tert-butoxy)-2-oxoethyl)-4-hydroxy-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 isobutyrate

ID: ALA5193826

PubChem CID: 168285371

Max Phase: Preclinical

Molecular Formula: C34H53NO9

Molecular Weight: 619.80

Names and Identifiers

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

Standard InChI:  InChI=1S/C34H53NO9/c1-20(2)32(39)41-23(5)12-15-29(36)35-26-16-22(4)27(42-24(26)6)13-10-21(3)11-14-28-31(38)34(19-40-34)18-25(43-28)17-30(37)44-33(7,8)9/h10-12,14-15,20,22-28,31,38H,13,16-19H2,1-9H3,(H,35,36)/b14-11+,15-12-,21-10+/t22-,23-,24+,25+,26+,27-,28+,31+,34+/m0/s1

Standard InChI Key:  NFPIGBQZCXDROF-ZIVTWHCVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5193826

   ---

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: 619.80

Molecular Weight (Monoisotopic): 619.3720

AlogP: 4.34

#Rotatable Bonds: 11

Polar Surface Area: 132.92

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.92

CX Basic pKa: ┄

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.15

Np Likeness Score: 2.03

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