(14S,17S)-N-(4-Methylbenzyl)-17-(2-(neopentylamino)-2-oxoethyl)-16,19-dioxo-6,7,8,9,10,11,14,15,16,17,18,19-dodecahydro-5H,13H-imidazo[2,1-i][1]oxa[4,7,10]triazacycloheptadecine-14-carboxamide

ID: ALA4442152

PubChem CID: 155515463

Max Phase: Preclinical

Molecular Formula: C31H46N6O5

Molecular Weight: 582.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNC(=O)[C@@H]2COCCCCCCCn3ccnc3C(=O)N[C@@H](CC(=O)NCC(C)(C)C)C(=O)N2)cc1

Standard InChI:  InChI=1S/C31H46N6O5/c1-22-10-12-23(13-11-22)19-33-28(39)25-20-42-17-9-7-5-6-8-15-37-16-14-32-27(37)30(41)35-24(29(40)36-25)18-26(38)34-21-31(2,3)4/h10-14,16,24-25H,5-9,15,17-21H2,1-4H3,(H,33,39)(H,34,38)(H,35,41)(H,36,40)/t24-,25-/m0/s1

Standard InChI Key:  SRKZSDFHGYHOFA-DQEYMECFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4442152

   ---

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: 582.75

Molecular Weight (Monoisotopic): 582.3530

AlogP: 2.62

#Rotatable Bonds: 6

Polar Surface Area: 143.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.00

CX Basic pKa: 2.86

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.41

Np Likeness Score: -0.74

References

1. Yu J, Liu J, Li D, Xu L, Hong D, Chang S, Xu L, Li J, Liu T, Zhou Y..  (2019)  Exploration of novel macrocyclic dipeptide N-benzyl amides as proteasome inhibitors.,  164  [PMID:30611983] [10.1016/j.ejmech.2018.12.072]

Source

Source(1):

• Scientific Literature