(E)-2-((2-(tert-Butylamino)-1-(4-fluorophenyl)-2-oxoethyl)(methyl)amino)ethyl 4-(4-fluorophenyl)-4-oxobut-2-enoate

ID: ALA4459518

Chembl Id: CHEMBL4459518

PubChem CID: 139035059

Max Phase: Preclinical

Molecular Formula: C25H28F2N2O4

Molecular Weight: 458.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(CCOC(=O)/C=C/C(=O)c1ccc(F)cc1)C(C(=O)NC(C)(C)C)c1ccc(F)cc1

Standard InChI:  InChI=1S/C25H28F2N2O4/c1-25(2,3)28-24(32)23(18-7-11-20(27)12-8-18)29(4)15-16-33-22(31)14-13-21(30)17-5-9-19(26)10-6-17/h5-14,23H,15-16H2,1-4H3,(H,28,32)/b14-13+

Standard InChI Key:  RJGWWNVHLMPYEN-BUHFOSPRSA-N

Alternative Forms

1. Parent:

   

   ALA4459518

   ---

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: 458.51

Molecular Weight (Monoisotopic): 458.2017

AlogP: 3.83

#Rotatable Bonds: 9

Polar Surface Area: 75.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.53

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -0.93

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]

2. Jovanović M,Zhukovsky D,Podolski-Renić A,Žalubovskis R,Dar'in D,Sharoyko V,Tennikova T,Pešić M,Krasavin M.  (2020)  Further exploration of DVD-445 as a lead thioredoxin reductase (TrxR) inhibitor for cancer therapy: Optimization of potency and evaluation of anticancer potential.,  191  [PMID:32087464] [10.1016/j.ejmech.2020.112119]

Source

Source(1):

• Scientific Literature