(S)-N4-tert-butoxy-N1-((S)-1-(naphthalen-1-ylmethylamino)-1-oxopropan-2-yl)-2-(2,2,2-trifluoroacetamido)succinamide

ID: ALA4745016

PubChem CID: 129071838

Max Phase: Preclinical

Molecular Formula: C24H29F3N4O5

Molecular Weight: 510.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](CC(=O)NOC(C)(C)C)NC(=O)C(F)(F)F)C(=O)NCc1cccc2ccccc12

Standard InChI:  InChI=1S/C24H29F3N4O5/c1-14(20(33)28-13-16-10-7-9-15-8-5-6-11-17(15)16)29-21(34)18(30-22(35)24(25,26)27)12-19(32)31-36-23(2,3)4/h5-11,14,18H,12-13H2,1-4H3,(H,28,33)(H,29,34)(H,30,35)(H,31,32)/t14-,18-/m0/s1

Standard InChI Key:  GCNJRQNHENAETI-KSSFIOAISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4745016

   ---

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: 510.51

Molecular Weight (Monoisotopic): 510.2090

AlogP: 2.24

#Rotatable Bonds: 9

Polar Surface Area: 125.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.20

CX Basic pKa: ┄

CX LogP: 1.95

CX LogD: 1.58

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: -0.70

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