ethyl 5-phenyl-1-(1-(3-(2,2,2-trifluoroacetamido)propyl)-1H-1,2,3-triazole-4-carbonyl)pyrrolidine-2-carboxylate

ID: ALA4857252

PubChem CID: 164614683

Max Phase: Preclinical

Molecular Formula: C21H24F3N5O4

Molecular Weight: 467.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1CCC(c2ccccc2)N1C(=O)c1cn(CCCNC(=O)C(F)(F)F)nn1

Standard InChI:  InChI=1S/C21H24F3N5O4/c1-2-33-19(31)17-10-9-16(14-7-4-3-5-8-14)29(17)18(30)15-13-28(27-26-15)12-6-11-25-20(32)21(22,23)24/h3-5,7-8,13,16-17H,2,6,9-12H2,1H3,(H,25,32)

Standard InChI Key:  CDBJJPCFZVVCER-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   18.3689   -7.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3677   -8.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0758   -8.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7854   -8.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7826   -7.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0740   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0657   -6.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7254   -5.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4705   -5.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6533   -5.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4032   -5.8929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6893   -6.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9864   -5.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6798   -7.1112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9107   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1134   -4.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6966   -5.5905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2363   -6.2040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1086   -4.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3985   -3.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6932   -4.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9831   -3.6734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2778   -4.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5677   -3.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2826   -4.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5629   -2.8646    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8624   -4.0945    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5633   -4.4987    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.2382   -4.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6435   -3.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4210   -4.4076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4607   -3.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8659   -2.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  6  7  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 24 27  1  0
 24 28  1  0
 10 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857252

   ---

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: 467.45

Molecular Weight (Monoisotopic): 467.1780

AlogP: 2.26

#Rotatable Bonds: 8

Polar Surface Area: 106.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.56

CX Basic pKa: ┄

CX LogP: 2.30

CX LogD: 2.11

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -1.39

References

1. Alam MM, Malebari AM, Syed N, Neamatallah T, Almalki ASA, Elhenawy AA, Obaid RJ, Alsharif MA..  (2021)  Design, synthesis and molecular docking studies of thymol based 1,2,3-triazole hybrids as thymidylate synthase inhibitors and apoptosis inducers against breast cancer cells.,  38  [PMID:33894490] [10.1016/j.bmc.2021.116136]

Source

Source(1):

• Scientific Literature