(12S,4S)-N-((S)-1-((R)-2-Methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl)-2,15-dioxo-7-oxa-3-aza-1(2,1)-pyrrolidina-6(1,4)-benzenacyclopentadecaphane-4-carboxamide

ID: ALA4877277

Chembl Id: CHEMBL4877277

PubChem CID: 164628723

Max Phase: Preclinical

Molecular Formula: C34H43N3O6

Molecular Weight: 589.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]1(C(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]2Cc3ccc(cc3)OCCCCCCCC(=O)N3CCC[C@H]3C(=O)N2)CO1

Standard InChI:  InChI=1S/C34H43N3O6/c1-34(23-43-34)31(39)27(21-24-11-6-5-7-12-24)35-32(40)28-22-25-15-17-26(18-16-25)42-20-9-4-2-3-8-14-30(38)37-19-10-13-29(37)33(41)36-28/h5-7,11-12,15-18,27-29H,2-4,8-10,13-14,19-23H2,1H3,(H,35,40)(H,36,41)/t27-,28-,29-,34+/m0/s1

Standard InChI Key:  KDMVHKJIOZDWAT-GDDXUJBHSA-N

Alternative Forms

1. Parent:

   

   ALA4877277

   ---

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: 589.73

Molecular Weight (Monoisotopic): 589.3152

AlogP: 3.52

#Rotatable Bonds: 6

Polar Surface Area: 117.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.13

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.50

Np Likeness Score: 0.65

References

1. Lee MJ, Bhattarai D, Jang H, Baek A, Yeo IJ, Lee S, Miller Z, Lee S, Hong JT, Kim DE, Lee W, Kim KB..  (2021)  Macrocyclic Immunoproteasome Inhibitors as a Potential Therapy for Alzheimer's Disease.,  64  (15.0): [PMID:34309393] [10.1021/acs.jmedchem.1c00291]

Source

Source(1):

• Scientific Literature