N-((2S)-1-((S)-1-((S)-1-(4-(aminomethyl)phenyl)-4-(methylsulfonyl)but-3-en-2-ylamino)-4-methyl-1-oxopentan-2-ylamino)-3-(decahydronaphthalen-2-yl)-1-oxopropan-2-yl)-2-methylthiazole-5-carboxamide

ID: ALA4568958

PubChem CID: 155550266

Max Phase: Preclinical

Molecular Formula: C36H53N5O5S2

Molecular Weight: 699.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc(C(=O)N[C@@H](CC2CCC3CCCCC3C2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](/C=C/S(C)(=O)=O)Cc2ccc(CN)cc2)s1

Standard InChI:  InChI=1S/C36H53N5O5S2/c1-23(2)17-31(34(42)39-30(15-16-48(4,45)46)19-25-9-11-26(21-37)12-10-25)40-35(43)32(41-36(44)33-22-38-24(3)47-33)20-27-13-14-28-7-5-6-8-29(28)18-27/h9-12,15-16,22-23,27-32H,5-8,13-14,17-21,37H2,1-4H3,(H,39,42)(H,40,43)(H,41,44)/b16-15+/t27?,28?,29?,30-,31+,32+/m1/s1

Standard InChI Key:  AHJNDDZOGGKNRY-BRSBMCIASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4568958

   ---

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: 699.98

Molecular Weight (Monoisotopic): 699.3488

AlogP: 4.82

#Rotatable Bonds: 15

Polar Surface Area: 160.35

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.14

CX Basic pKa: 9.29

CX LogP: 3.52

CX LogD: 1.66

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.21

Np Likeness Score: 0.05

References

1. Xin BT, Huber EM, de Bruin G, Heinemeyer W, Maurits E, Espinal C, Du Y, Janssens M, Weyburne ES, Kisselev AF, Florea BI, Driessen C, van der Marel GA, Groll M, Overkleeft HS..  (2019)  Structure-Based Design of Inhibitors Selective for Human Proteasome β2c or β2i Subunits.,  62  (3): [PMID:30657666] [10.1021/acs.jmedchem.8b01884]

Source

Source(1):

• Scientific Literature