N-cyclohexyl-2-((5-((2-oxobenzo[d]thiazol-3(2H)-yl)methyl)-4-phenethyl-4H-1,2,4-triazol-3-yl)thio)acetamide

ID: ALA4533128

PubChem CID: 44914508

Max Phase: Preclinical

Molecular Formula: C26H29N5O2S2

Molecular Weight: 507.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CSc1nnc(Cn2c(=O)sc3ccccc32)n1CCc1ccccc1)NC1CCCCC1

Standard InChI:  InChI=1S/C26H29N5O2S2/c32-24(27-20-11-5-2-6-12-20)18-34-25-29-28-23(30(25)16-15-19-9-3-1-4-10-19)17-31-21-13-7-8-14-22(21)35-26(31)33/h1,3-4,7-10,13-14,20H,2,5-6,11-12,15-18H2,(H,27,32)

Standard InChI Key:  VXCJXDXJLQECJS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   25.8392   -9.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8380   -9.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5461  -10.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5443   -8.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2529   -9.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2577   -9.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0421  -10.0791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5221   -9.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0343   -8.7472    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.3393   -9.4054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2991  -10.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0995  -11.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4354  -11.7619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2476  -11.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4128  -10.8714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7027  -10.4671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0311  -12.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4439  -13.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0396  -13.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2249  -13.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8206  -14.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2336  -15.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0549  -15.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4555  -14.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7979  -12.2759    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.5962  -12.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1466  -12.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9449  -12.5309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8986  -13.4841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4952  -13.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2429  -13.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7894  -14.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5889  -14.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8391  -13.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2897  -12.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 28 30  1  0
 30 31  1  0
 30 35  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533128

   N-cyclohexyl-2-[[5-[(2-oxo-1,3-benzothiazol-3-yl)methyl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide

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: 507.69

Molecular Weight (Monoisotopic): 507.1763

AlogP: 4.49

#Rotatable Bonds: 9

Polar Surface Area: 81.81

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.05

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: -2.12

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