(E)-N-(2-(Benzylamino)-1-(5-methylpyrimidin-2-yl)-2-oxoethyl)-N-cyclopropyl-4-oxo-4-(p-tolyl)but-2-enamide

ID: ALA4452177

Chembl Id: CHEMBL4452177

PubChem CID: 155521770

Max Phase: Preclinical

Molecular Formula: C28H28N4O3

Molecular Weight: 468.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)/C=C/C(=O)N(C2CC2)C(C(=O)NCc2ccccc2)c2ncc(C)cn2)cc1

Standard InChI:  InChI=1S/C28H28N4O3/c1-19-8-10-22(11-9-19)24(33)14-15-25(34)32(23-12-13-23)26(27-29-16-20(2)17-30-27)28(35)31-18-21-6-4-3-5-7-21/h3-11,14-17,23,26H,12-13,18H2,1-2H3,(H,31,35)/b15-14+

Standard InChI Key:  ZMLWDTSYBVZHLZ-CCEZHUSRSA-N

Alternative Forms

1. Parent:

   

   ALA4452177

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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: 468.56

Molecular Weight (Monoisotopic): 468.2161

AlogP: 3.88

#Rotatable Bonds: 9

Polar Surface Area: 92.26

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.56

CX Basic pKa: 0.22

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -1.04

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