N1-((S)-1-((S)-1-(2-chlorobenzylamino)-1-oxo-4-phenylbutan-2-ylamino)-4-(neopentylamino)-1,4-dioxobutan-2-yl)-N4-(pyrazin-2-yl)piperidine-1,4-dicarboxamide

ID: ALA4061262

Chembl Id: CHEMBL4061262

PubChem CID: 137635653

Max Phase: Preclinical

Molecular Formula: C37H47ClN8O5

Molecular Weight: 719.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)CNC(=O)C[C@H](NC(=O)N1CCC(C(=O)Nc2cnccn2)CC1)C(=O)N[C@@H](CCc1ccccc1)C(=O)NCc1ccccc1Cl

Standard InChI:  InChI=1S/C37H47ClN8O5/c1-37(2,3)24-42-32(47)21-30(44-36(51)46-19-15-26(16-20-46)33(48)45-31-23-39-17-18-40-31)35(50)43-29(14-13-25-9-5-4-6-10-25)34(49)41-22-27-11-7-8-12-28(27)38/h4-12,17-18,23,26,29-30H,13-16,19-22,24H2,1-3H3,(H,41,49)(H,42,47)(H,43,50)(H,44,51)(H,40,45,48)/t29-,30-/m0/s1

Standard InChI Key:  LPJACRRWVCRNRH-KYJUHHDHSA-N

Alternative Forms

1. Parent:

   

   ALA4061262

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 719.29

Molecular Weight (Monoisotopic): 718.3358

AlogP: 3.85

#Rotatable Bonds: 14

Polar Surface Area: 174.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.23

CX Basic pKa: 1.09

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.17

Np Likeness Score: -1.30

References

1. Zhuang R, Gao L, Lv X, Xi J, Sheng L, Zhao Y, He R, Hu X, Shao Y, Pan X, Liu S, Huang W, Zhou Y, Li J, Zhang J..  (2017)  Exploration of novel piperazine or piperidine constructed non-covalent peptidyl derivatives as proteasome inhibitors.,  126  [PMID:28027531] [10.1016/j.ejmech.2016.12.034]

Source

Source(1):

• Scientific Literature