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

ID: ALA5198044

PubChem CID: 168289038

Max Phase: Preclinical

Molecular Formula: C32H49NO9

Molecular Weight: 591.74

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](CC(=O)OC(C)(C)C)C[C@@]3(CO3)[C@@H]2O)O[C@@H]1C

Standard InChI:  InChI=1S/C32H49NO9/c1-19(10-13-27-30(37)32(18-38-32)17-24(41-27)16-29(36)42-31(6,7)8)9-12-26-20(2)15-25(22(4)40-26)33-28(35)14-11-21(3)39-23(5)34/h9-11,13-14,20-22,24-27,30,37H,12,15-18H2,1-8H3,(H,33,35)/b13-10+,14-11-,19-9+/t20-,21-,22+,24+,25+,26-,27+,30+,32+/m0/s1

Standard InChI Key:  QLHKIJJJKYZJFB-MRBWBORZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5198044

   ---

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: 591.74

Molecular Weight (Monoisotopic): 591.3407

AlogP: 3.70

#Rotatable Bonds: 10

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: 2.77

CX LogD: 2.77

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.17

Np Likeness Score: 2.15

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