3-(2-((3R,5S,7R,8R)-8-hydroxy-7-((5-((2S,3S,5R,6R)-5-((S)-4-(isobutyryloxy)pent-2-enamido)-3,6-dimethyltetrahydro-2H-pyran-2-yl)-3-methylpenta-1,3-dien-1-yl)-1,6-dioxaspiro[2.5]octan-5-yl)acetamido)propanoic acid

ID: ALA5198941

PubChem CID: 168286807

Max Phase: Preclinical

Molecular Formula: C33H50N2O10

Molecular Weight: 634.77

Names and Identifiers

Canonical SMILES:  CC(/C=C/[C@H]1O[C@H](CC(=O)NCCC(=O)O)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/C33H50N2O10/c1-19(2)32(41)43-22(5)9-12-28(36)35-25-15-21(4)26(44-23(25)6)10-7-20(3)8-11-27-31(40)33(18-42-33)17-24(45-27)16-29(37)34-14-13-30(38)39/h7-9,11-12,19,21-27,31,40H,10,13-18H2,1-6H3,(H,34,37)(H,35,36)(H,38,39)/b11-8+,12-9-,20-7+/t21-,22-,23+,24+,25+,26-,27+,31+,33+/m0/s1

Standard InChI Key:  ZPKBORRTDRMIOU-GSSLLIHVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5198941

   ---

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: 634.77

Molecular Weight (Monoisotopic): 634.3465

AlogP: 2.59

#Rotatable Bonds: 14

Polar Surface Area: 173.02

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.89

CX Basic pKa: ┄

CX LogP: 1.95

CX LogD: -1.27

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.10

Np Likeness Score: 1.92

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