(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 piperidine-1-carboxylate

ID: ALA5199139

Chembl Id: CHEMBL5199139

PubChem CID: 156888024

Max Phase: Preclinical

Molecular Formula: C32H50N2O7

Molecular Weight: 574.76

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)N2CCCCC2)C[C@@H]1C

Standard InChI:  InChI=1S/C32H50N2O7/c1-21(11-14-27-29(36)32(20-38-32)19-31(5,6)41-27)10-13-26-22(2)18-25(24(4)40-26)33-28(35)15-12-23(3)39-30(37)34-16-8-7-9-17-34/h10-12,14-15,22-27,29,36H,7-9,13,16-20H2,1-6H3,(H,33,35)/b14-11+,15-12-,21-10+/t22-,23-,24+,25+,26-,27+,29+,32+/m0/s1

Standard InChI Key:  YQRQHKHQTJZPHP-HXIWXCTNSA-N

Alternative Forms

1. Parent:

   

   ALA5199139

   ---

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: 574.76

Molecular Weight (Monoisotopic): 574.3618

AlogP: 4.44

#Rotatable Bonds: 8

Polar Surface Area: 109.86

Molecular Species: NEUTRAL

HBA: 7

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: 3.46

CX LogD: 3.46

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: 1.77

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