(S)-N4-tert-butoxy-N1-((S)-1-oxo-1-(quinolin-4-ylmethylamino)propan-2-yl)-2-(3-phenylpropanamido)succinamide

ID: ALA4741411

PubChem CID: 129093859

Max Phase: Preclinical

Molecular Formula: C30H37N5O5

Molecular Weight: 547.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](CC(=O)NOC(C)(C)C)NC(=O)CCc1ccccc1)C(=O)NCc1ccnc2ccccc12

Standard InChI:  InChI=1S/C30H37N5O5/c1-20(28(38)32-19-22-16-17-31-24-13-9-8-12-23(22)24)33-29(39)25(18-27(37)35-40-30(2,3)4)34-26(36)15-14-21-10-6-5-7-11-21/h5-13,16-17,20,25H,14-15,18-19H2,1-4H3,(H,32,38)(H,33,39)(H,34,36)(H,35,37)/t20-,25-/m0/s1

Standard InChI Key:  MTBGAOSBYWNSPB-CPJSRVTESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4741411

   ---

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: 547.66

Molecular Weight (Monoisotopic): 547.2795

AlogP: 2.71

#Rotatable Bonds: 12

Polar Surface Area: 138.52

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.41

CX Basic pKa: 4.40

CX LogP: 2.26

CX LogD: 2.23

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.26

Np Likeness Score: -0.57

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