(S)-N4-tert-butoxy-N1-((S)-1-(naphthalen-1-ylmethylamino)-1-oxopropan-2-yl)-2-(pyrazine-2-carboxamido)succinamide

ID: ALA4740404

PubChem CID: 129094241

Max Phase: Preclinical

Molecular Formula: C27H32N6O5

Molecular Weight: 520.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](CC(=O)NOC(C)(C)C)NC(=O)c1cnccn1)C(=O)NCc1cccc2ccccc12

Standard InChI:  InChI=1S/C27H32N6O5/c1-17(24(35)30-15-19-10-7-9-18-8-5-6-11-20(18)19)31-25(36)21(14-23(34)33-38-27(2,3)4)32-26(37)22-16-28-12-13-29-22/h5-13,16-17,21H,14-15H2,1-4H3,(H,30,35)(H,31,36)(H,32,37)(H,33,34)/t17-,21-/m0/s1

Standard InChI Key:  MMQANFBEKPIIDG-UWJYYQICSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4740404

   ---

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: 520.59

Molecular Weight (Monoisotopic): 520.2434

AlogP: 1.79

#Rotatable Bonds: 10

Polar Surface Area: 151.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.41

CX Basic pKa: 0.30

CX LogP: 0.62

CX LogD: 0.58

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: -0.92

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