(S)-N-((S)-3-methoxy-1-(naphthalen-1-ylmethylamino)-1-oxopropan-2-yl)-4-oxo-2-(3-phenylpropanamido)-4-(pyrrolidin-1-yl)butanamide

ID: ALA4744524

PubChem CID: 123132928

Max Phase: Preclinical

Molecular Formula: C32H38N4O5

Molecular Weight: 558.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC[C@H](NC(=O)[C@H](CC(=O)N1CCCC1)NC(=O)CCc1ccccc1)C(=O)NCc1cccc2ccccc12

Standard InChI:  InChI=1S/C32H38N4O5/c1-41-22-28(31(39)33-21-25-14-9-13-24-12-5-6-15-26(24)25)35-32(40)27(20-30(38)36-18-7-8-19-36)34-29(37)17-16-23-10-3-2-4-11-23/h2-6,9-15,27-28H,7-8,16-22H2,1H3,(H,33,39)(H,34,37)(H,35,40)/t27-,28-/m0/s1

Standard InChI Key:  ZDMOOGOWOLJYSG-NSOVKSMOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4744524

   ---

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: 558.68

Molecular Weight (Monoisotopic): 558.2842

AlogP: 2.72

#Rotatable Bonds: 13

Polar Surface Area: 116.84

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.13

CX Basic pKa: ┄

CX LogP: 2.11

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.30

Np Likeness Score: -0.61

References

1. Zhan W,Singh PK,Ban Y,Qing X,Ah Kioon MD,Fan H,Zhao Q,Wang R,Sukenick G,Salmon J,Warren JD,Ma X,Barrat FJ,Nathan CF,Lin G.  (2020)  Structure-Activity Relationships of Noncovalent Immunoproteasome β5i-Selective Dipeptides.,  63  (21): [PMID:33095579] [10.1021/acs.jmedchem.0c01520]

Source

Source(1):

• Scientific Literature