5-methyl-N-((S)-1-(((S)-4-methyl-1-(((S)-1-(((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxopentan-2-yl)amino)-1-oxo-3-(pyridin-2-yl)propan-2-yl)isoxazole-3-carboxamide

ID: ALA4546157

PubChem CID: 155553273

Max Phase: Preclinical

Molecular Formula: C37H48N6O7

Molecular Weight: 688.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N[C@@H](Cc2ccccn2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CC(C)C)C(=O)[C@@]2(C)CO2)no1

Standard InChI:  InChI=1S/C37H48N6O7/c1-22(2)16-27(32(44)37(6)21-49-37)39-34(46)29(19-25-12-8-7-9-13-25)41-33(45)28(17-23(3)4)40-35(47)30(20-26-14-10-11-15-38-26)42-36(48)31-18-24(5)50-43-31/h7-15,18,22-23,27-30H,16-17,19-21H2,1-6H3,(H,39,46)(H,40,47)(H,41,45)(H,42,48)/t27-,28-,29-,30-,37+/m0/s1

Standard InChI Key:  ZMGVDIPFQKCTCC-UEYMUWAXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4546157

   ---

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: 688.83

Molecular Weight (Monoisotopic): 688.3584

AlogP: 2.87

#Rotatable Bonds: 18

Polar Surface Area: 184.92

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.57

CX Basic pKa: 4.52

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.15

Np Likeness Score: -0.44

References

1. Lei M, Zhang H, Miao H, Du X, Zhou H, Wang J, Wang X, Feng H, Shi J, Liu Z, Shen J, Zhu Y..  (2019)  Preparation and biological evaluation of soluble tetrapeptide epoxyketone proteasome inhibitors.,  27  (18): [PMID:31383629] [10.1016/j.bmc.2019.07.044]

Source

Source(1):

• Scientific Literature