(S)-5-(((2R,3R,5S,6S)-6-((5-((3R,4R,5R,7S)-7-(2-cyclopropoxy-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: ALA5199708

PubChem CID: 168291759

Max Phase: Preclinical

Molecular Formula: C33H49NO9

Molecular Weight: 603.75

Names and Identifiers

Canonical SMILES:  CC(/C=C/[C@H]1O[C@H](CC(=O)OC2CC2)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/C33H49NO9/c1-19(2)32(38)40-22(5)9-14-29(35)34-26-15-21(4)27(41-23(26)6)12-7-20(3)8-13-28-31(37)33(18-39-33)17-25(42-28)16-30(36)43-24-10-11-24/h7-9,13-14,19,21-28,31,37H,10-12,15-18H2,1-6H3,(H,34,35)/b13-8+,14-9-,20-7+/t21-,22-,23+,25+,26+,27-,28+,31+,33+/m0/s1

Standard InChI Key:  FVIISXRQJKQRGO-NFUAKRLWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5199708

   ---

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: 603.75

Molecular Weight (Monoisotopic): 603.3407

AlogP: 3.70

#Rotatable Bonds: 12

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: 3.43

CX LogD: 3.43

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.15

Np Likeness Score: 2.21

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