(S)-2-(2-(azepan-1-yl)acetamido)-4-methyl-N-((S)-1-((S)-1-((R)-2-methyloxiran-2-yl)-1-oxo-4-p-tolylbutan-2-ylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

ID: ALA4452892

Chembl Id: CHEMBL4452892

PubChem CID: 155522828

Max Phase: Preclinical

Molecular Formula: C37H52N4O5

Molecular Weight: 632.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CC[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(C)C)NC(=O)CN2CCCCCC2)C(=O)[C@@]2(C)CO2)cc1

Standard InChI:  InChI=1S/C37H52N4O5/c1-26(2)22-31(38-33(42)24-41-20-10-5-6-11-21-41)35(44)40-32(23-29-12-8-7-9-13-29)36(45)39-30(34(43)37(4)25-46-37)19-18-28-16-14-27(3)15-17-28/h7-9,12-17,26,30-32H,5-6,10-11,18-25H2,1-4H3,(H,38,42)(H,39,45)(H,40,44)/t30-,31-,32-,37+/m0/s1

Standard InChI Key:  VQYDMTVFQVMOIH-FNNAEHFOSA-N

Alternative Forms

1. Parent:

   

   ALA4452892

   ---

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: 632.85

Molecular Weight (Monoisotopic): 632.3938

AlogP: 3.90

#Rotatable Bonds: 16

Polar Surface Area: 120.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.17

CX Basic pKa: 7.61

CX LogP: 5.51

CX LogD: 5.09

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.24

Np Likeness Score: -0.20

References

1. Johnson HWB, Lowe E, Anderl JL, Fan A, Muchamuel T, Bowers S, Moebius DC, Kirk C, McMinn DL..  (2018)  Required Immunoproteasome Subunit Inhibition Profile for Anti-Inflammatory Efficacy and Clinical Candidate KZR-616 ((2 S,3 R)- N-(( S)-3-(Cyclopent-1-en-1-yl)-1-(( R)-2-methyloxiran-2-yl)-1-oxopropan-2-yl)-3-hydroxy-3-(4-methoxyphenyl)-2-(( S)-2-(2-morpholinoacetamido)propanamido)propenamide).,  61  (24): [PMID:30380863] [10.1021/acs.jmedchem.8b01201]

Source

Source(1):

• Scientific Literature