(S)-5-(((2R,3R,5S,6S)-6-((5-((3R,4R,5R)-4-hydroxy-7,7-dimethyl-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 thiomorpholine-4-carboxylate

ID: ALA5180491

Chembl Id: CHEMBL5180491

PubChem CID: 156888026

Max Phase: Preclinical

Molecular Formula: C31H48N2O7S

Molecular Weight: 592.80

Names and Identifiers

Canonical SMILES:  CC(/C=C/[C@H]1OC(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)N2CCSCC2)C[C@@H]1C

Standard InChI:  InChI=1S/C31H48N2O7S/c1-20(8-11-26-28(35)31(19-37-31)18-30(5,6)40-26)7-10-25-21(2)17-24(23(4)39-25)32-27(34)12-9-22(3)38-29(36)33-13-15-41-16-14-33/h7-9,11-12,21-26,28,35H,10,13-19H2,1-6H3,(H,32,34)/b11-8+,12-9-,20-7+/t21-,22-,23+,24+,25-,26+,28+,31+/m0/s1

Standard InChI Key:  OQMFQEHATGXSJP-YXWNKITCSA-N

Alternative Forms

1. Parent:

   

   ALA5180491

   ---

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: 592.80

Molecular Weight (Monoisotopic): 592.3182

AlogP: 4.00

#Rotatable Bonds: 8

Polar Surface Area: 109.86

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.91

CX Basic pKa: ┄

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: 1.60

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