rac-(3R,6S)-1-Benzyl-4-cyclohexyl-6-(2-oxo-2-(p-tolyl)ethyl)-3-(pyridin-3-yl)piperazine-2,5-dione

ID: ALA4439743

Chembl Id: CHEMBL4439743

PubChem CID: 155514175

Max Phase: Preclinical

Molecular Formula: C31H33N3O3

Molecular Weight: 495.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)C[C@H]2C(=O)N(C3CCCCC3)[C@H](c3cccnc3)C(=O)N2Cc2ccccc2)cc1

Standard InChI:  InChI=1S/C31H33N3O3/c1-22-14-16-24(17-15-22)28(35)19-27-30(36)34(26-12-6-3-7-13-26)29(25-11-8-18-32-20-25)31(37)33(27)21-23-9-4-2-5-10-23/h2,4-5,8-11,14-18,20,26-27,29H,3,6-7,12-13,19,21H2,1H3/t27-,29+/m0/s1

Standard InChI Key:  DYZZGZRYVKMECC-LMSSTIIKSA-N

Alternative Forms

1. Parent:

   

   ALA4439743

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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: 495.62

Molecular Weight (Monoisotopic): 495.2522

AlogP: 5.28

#Rotatable Bonds: 7

Polar Surface Area: 70.58

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.73

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.42

Np Likeness Score: -0.70

References

1. Jovanović M, Zhukovsky D, Podolski-Renić A, Domračeva I, Žalubovskis R, Senćanski M, Glišić S, Sharoyko V, Tennikova T, Dar'in D, Pešić M, Krasavin M..  (2019)  Novel electrophilic amides amenable by the Ugi reaction perturb thioredoxin system via thioredoxin reductase 1 (TrxR1) inhibition: Identification of DVD-445 as a new lead compound for anticancer therapy.,  181  [PMID:31400708] [10.1016/j.ejmech.2019.111580]

Source

Source(1):

• Scientific Literature