2-((5-(3-(aminomethyl)phenyl)-4-phenethyl-4H-1,2,4-triazol-3-yl)thio)-N-cyclopentylacetamide hydrochloride

ID: ALA4525192

PubChem CID: 155519538

Max Phase: Preclinical

Molecular Formula: C24H30ClN5OS

Molecular Weight: 435.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.NCc1ccc(-c2nnc(SCC(=O)NC3CCCC3)n2CCc2ccccc2)cc1

Standard InChI:  InChI=1S/C24H29N5OS.ClH/c25-16-19-10-12-20(13-11-19)23-27-28-24(29(23)15-14-18-6-2-1-3-7-18)31-17-22(30)26-21-8-4-5-9-21;/h1-3,6-7,10-13,21H,4-5,8-9,14-17,25H2,(H,26,30);1H

Standard InChI Key:  WBPBURURVSYBAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   11.1964   -1.9152    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.0490   -3.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8569   -3.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1960   -4.0578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0160   -3.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1829   -3.1586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4660   -2.7505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7879   -4.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2047   -5.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7965   -6.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9739   -6.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5659   -6.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9827   -7.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8120   -7.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2163   -6.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5717   -4.5766    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.3776   -4.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9332   -5.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7392   -4.8340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6828   -5.7963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2948   -5.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1309   -6.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8477   -6.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4577   -6.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1176   -5.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7906   -2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9835   -2.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4341   -2.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6974   -3.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5040   -3.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6259   -2.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3653   -1.8585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  3  2  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
  2 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30  2  1  0
 28 31  1  0
 31 32  1  0
M  END

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: 435.60

Molecular Weight (Monoisotopic): 435.2093

AlogP: 3.80

#Rotatable Bonds: 9

Polar Surface Area: 85.83

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.19

CX LogP: 3.53

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -1.84

References

1. Roberti M, Schipani F, Bagnolini G, Milano D, Giacomini E, Falchi F, Balboni A, Manerba M, Farabegoli F, De Franco F, Robertson J, Minucci S, Pallavicini I, Di Stefano G, Girotto S, Pellicciari R, Cavalli A..  (2019)  Rad51/BRCA2 disruptors inhibit homologous recombination and synergize with olaparib in pancreatic cancer cells.,  165  [PMID:30660828] [10.1016/j.ejmech.2019.01.008]

Source

Source(1):

• Scientific Literature