(S)-N4-tert-butyl-N1-(2-(3-ethynylbenzamido)ethyl)-2-(4-methylphenylsulfonamido)succinamide

ID: ALA4444494

Chembl Id: CHEMBL4444494

PubChem CID: 155517101

Max Phase: Preclinical

Molecular Formula: C26H32N4O5S

Molecular Weight: 512.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#Cc1cccc(C(=O)NCCNC(=O)[C@H](CC(=O)NC(C)(C)C)NS(=O)(=O)c2ccc(C)cc2)c1

Standard InChI:  InChI=1S/C26H32N4O5S/c1-6-19-8-7-9-20(16-19)24(32)27-14-15-28-25(33)22(17-23(31)29-26(3,4)5)30-36(34,35)21-12-10-18(2)11-13-21/h1,7-13,16,22,30H,14-15,17H2,2-5H3,(H,27,32)(H,28,33)(H,29,31)/t22-/m0/s1

Standard InChI Key:  ZITBTYLTARAFQB-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA4444494

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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: 512.63

Molecular Weight (Monoisotopic): 512.2093

AlogP: 1.47

#Rotatable Bonds: 10

Polar Surface Area: 133.47

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.36

CX Basic pKa: ┄

CX LogP: 1.64

CX LogD: 1.64

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -1.47

References

1. Zhan W, Visone J, Ouellette T, Harris JC, Wang R, Zhang H, Singh PK, Ginn J, Sukenick G, Wong TT, Okoro JI, Scales RM, Tumwebaze PK, Rosenthal PJ, Kafsack BFC, Cooper RA, Meinke PT, Kirkman LA, Lin G..  (2019)  Improvement of Asparagine Ethylenediamines as Anti-malarial Plasmodium-Selective Proteasome Inhibitors.,  62  (13): [PMID:31177777] [10.1021/acs.jmedchem.9b00363]

Source

Source(1):

• Scientific Literature