(10S,13S)-19-Fluoro-13-(methoxymethyl)-N-((S)-1-((R)-2-methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl)-12,15-dioxo-2,3,4,5,6,7,10,11,12,13,14,15-dodecahydro-9H-benzo[i][1,11]-dioxa[4,7]diazacycloheptadecine-10-carboxamide

ID: ALA4546156

PubChem CID: 155553272

Max Phase: Preclinical

Molecular Formula: C32H40FN3O8

Molecular Weight: 613.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC[C@@H]1NC(=O)c2cccc(F)c2OCCCCCCOC[C@@H](C(=O)N[C@@H](Cc2ccccc2)C(=O)[C@@]2(C)CO2)NC1=O

Standard InChI:  InChI=1S/C32H40FN3O8/c1-32(20-44-32)28(37)24(17-21-11-6-5-7-12-21)34-31(40)26-19-42-15-8-3-4-9-16-43-27-22(13-10-14-23(27)33)29(38)35-25(18-41-2)30(39)36-26/h5-7,10-14,24-26H,3-4,8-9,15-20H2,1-2H3,(H,34,40)(H,35,38)(H,36,39)/t24-,25-,26-,32+/m0/s1

Standard InChI Key:  AIQTZILKTMAEST-PXSDZQOHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4546156

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 613.68

Molecular Weight (Monoisotopic): 613.2799

AlogP: 2.11

#Rotatable Bonds: 8

Polar Surface Area: 144.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.64

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.38

Np Likeness Score: 0.21

References

1. Li D, Zhang X, Ma X, Xu L, Yu J, Gao L, Hu X, Zhang J, Dong X, Li J, Liu T, Zhou Y, Hu Y..  (2018)  Development of Macrocyclic Peptides Containing Epoxyketone with Oral Availability as Proteasome Inhibitors.,  61  (20): [PMID:30265557] [10.1021/acs.jmedchem.8b00819]

Source

Source(1):

• Scientific Literature