(S)-2-((S)-3-(4-(aminomethyl)phenyl)-2-((S)-2-azido-3-phenylpropanamido)propanamido)-3-methyl-N-((S)-3-(4-methylcyclohexyl)-1-((R)-2-methyloxiran-2-yl)-1-oxopropan-2-yl)butanamide

ID: ALA4539247

PubChem CID: 155549641

Max Phase: Preclinical

Molecular Formula: C37H51N7O5

Molecular Weight: 673.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1CCC(C[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc2ccc(CN)cc2)NC(=O)[C@H](Cc2ccccc2)N=[N+]=[N-])C(C)C)C(=O)[C@@]2(C)CO2)CC1

Standard InChI:  InChI=1S/C37H51N7O5/c1-23(2)32(36(48)40-29(33(45)37(4)22-49-37)18-26-12-10-24(3)11-13-26)42-34(46)30(19-27-14-16-28(21-38)17-15-27)41-35(47)31(43-44-39)20-25-8-6-5-7-9-25/h5-9,14-17,23-24,26,29-32H,10-13,18-22,38H2,1-4H3,(H,40,48)(H,41,47)(H,42,46)/t24?,26?,29-,30-,31-,32-,37+/m0/s1

Standard InChI Key:  KOIHHGMYDRBANB-AXAGNKCTSA-N

Molfile:  

 
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M  CHG  2  38   1  39  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4539247

   ---

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: 673.86

Molecular Weight (Monoisotopic): 673.3952

AlogP: 4.29

#Rotatable Bonds: 17

Polar Surface Area: 191.68

Molecular Species: ZWITTERION

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -10.27

CX Basic pKa: 9.29

CX LogP: 5.10

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.08

Np Likeness Score: 0.33

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