ID: ALA4546121

Max Phase: Preclinical

Molecular Formula: C29H39N7O5S

Molecular Weight: 597.74

Molecule Type: Unknown

Representations

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)N=[N+]=[N-])C(=O)NCC(=O)N[C@H](/C=C/S(C)(=O)=O)Cc1ccc(CN)cc1

Standard InChI:  InChI=1S/C29H39N7O5S/c1-20(2)15-25(34-29(39)26(35-36-31)17-21-7-5-4-6-8-21)28(38)32-19-27(37)33-24(13-14-42(3,40)41)16-22-9-11-23(18-30)12-10-22/h4-14,20,24-26H,15-19,30H2,1-3H3,(H,32,38)(H,33,37)(H,34,39)/b14-13+/t24-,25+,26+/m1/s1

Standard InChI Key:  CYUDNVHRSXYTBO-NBVRWERZSA-N

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

Properties

Molecular Weight: 597.74

Molecular Weight (Monoisotopic): 597.2733

AlogP: 2.30

#Rotatable Bonds: 16

Polar Surface Area: 196.22

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: 1.29

CX LogD: -0.69

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.13

Np Likeness Score: -0.01

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