cis/trans-1-(2,4-dichlorophenethyl)-3-(1-(2,4-dichlorophenethyl)-1H-1,2,3-triazol-4-yl)-4-(3,3-diphenylpropyl)piperazine-2,5-dione

ID: ALA2391757

PubChem CID: 72196778

Max Phase: Preclinical

Molecular Formula: C37H33Cl4N5O2

Molecular Weight: 721.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(c2cn(CCc3ccc(Cl)cc3Cl)nn2)N(CCC(c2ccccc2)c2ccccc2)C(=O)CN1CCc1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C37H33Cl4N5O2/c38-29-13-11-27(32(40)21-29)15-18-44-24-35(47)46(20-17-31(25-7-3-1-4-8-25)26-9-5-2-6-10-26)36(37(44)48)34-23-45(43-42-34)19-16-28-12-14-30(39)22-33(28)41/h1-14,21-23,31,36H,15-20,24H2

Standard InChI Key:  VRKZFRGYHWZBOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 48 53  0  0  0  0  0  0  0  0999 V2000
   17.8820   -5.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1729   -5.4616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1861   -6.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9007   -6.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6098   -6.2640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6040   -5.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8690   -4.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9086   -7.4682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5163   -6.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7340   -6.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2432   -7.1675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7222   -7.8392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5090   -7.5912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4525   -5.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4406   -4.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7202   -3.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7083   -3.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0118   -4.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2932   -3.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5853   -4.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5968   -5.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3221   -5.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0271   -5.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4169   -2.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4053   -1.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6844   -1.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9737   -1.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9888   -2.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3283   -6.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3365   -7.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0550   -7.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0580   -8.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7757   -9.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4870   -8.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4762   -7.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7579   -7.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7448   -6.6519    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.2061   -9.1120    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.4182   -7.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9994   -7.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1744   -7.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7716   -7.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9474   -7.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5277   -7.8474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9383   -8.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7611   -8.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1702   -9.2885    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7027   -7.8412    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  8  2  0
  1  7  2  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  3  9  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 17 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 17  1  0
  5 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 36 37  1  0
 34 38  1  0
 11 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 41  1  0
 46 47  1  0
 44 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2391757

   1-[2-(2,4-Dichlorophenyl)ethyl]-3-[1-[2-(2,4-dichlorophenyl)ethyl]triazol-4-yl]-4-(3,3-diphenylpropyl)piperazine-2,5-dione

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: 721.52

Molecular Weight (Monoisotopic): 719.1388

AlogP: 8.31

#Rotatable Bonds: 12

Polar Surface Area: 71.33

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.93

CX LogD: 8.93

Aromatic Rings: 5

Heavy Atoms: 48

QED Weighted: 0.13

Np Likeness Score: -0.88

References

1. Corredor M, Bujons J, Orzáez M, Sancho M, Pérez-Payá E, Alfonso I, Messeguer A..  (2013)  Optimizing the control of apoptosis by amide/triazole isosteric substitution in a constrained peptoid.,  63  [PMID:23624308] [10.1016/j.ejmech.2013.03.004]

Source

Source(1):

• Scientific Literature