1-(2-(5-(4-Butyl-1H-1,2,3-triazol-1-yl)-2-(4-(2-([1,1'-biphenyl]-4-yl)ethyl)thiazol-2-yl)phenoxy)ethyl)imidazolidin-2-one

ID: ALA4848711

PubChem CID: 164615497

Max Phase: Preclinical

Molecular Formula: C34H36N6O2S

Molecular Weight: 592.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCc1cn(-c2ccc(-c3nc(CCc4ccc(-c5ccccc5)cc4)cs3)c(OCCN3CCNC3=O)c2)nn1

Standard InChI:  InChI=1S/C34H36N6O2S/c1-2-3-9-28-23-40(38-37-28)30-16-17-31(32(22-30)42-21-20-39-19-18-35-34(39)41)33-36-29(24-43-33)15-12-25-10-13-27(14-11-25)26-7-5-4-6-8-26/h4-8,10-11,13-14,16-17,22-24H,2-3,9,12,15,18-21H2,1H3,(H,35,41)

Standard InChI Key:  WISUUWHFKDZRID-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 43 48  0  0  0  0  0  0  0  0999 V2000
   19.0859   -2.4392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7536   -2.9222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4207   -2.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1615   -1.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3366   -1.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7579   -3.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0468   -4.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0505   -4.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7648   -5.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4807   -4.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4735   -4.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7730   -6.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1114   -6.7112    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3703   -7.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1962   -7.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4449   -6.7028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6435   -0.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4654   -1.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9432   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7651   -0.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2000   -5.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9122   -4.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6314   -5.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3436   -4.9490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1014   -5.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6459   -4.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2289   -3.9464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4226   -4.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8032   -3.5756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6875   -8.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3540   -8.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8454   -9.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5085  -10.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9991  -10.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6608   -9.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1494  -10.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8178  -10.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3048  -11.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9749  -12.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4623  -12.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2797  -12.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6073  -12.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1179  -11.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  2  6  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
  9 12  1  0
  4 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 28 29  2  0
 15 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 37  2  0
 36 35  2  0
 35 32  1  0
 36 37  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 38  1  0
 37 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4848711

   ---

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: 592.77

Molecular Weight (Monoisotopic): 592.2620

AlogP: 6.59

#Rotatable Bonds: 13

Polar Surface Area: 85.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.44

CX Basic pKa: 2.21

CX LogP: 6.95

CX LogD: 6.95

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.17

Np Likeness Score: -1.47

References

1. Revuelto A, de Lucio H, García-Soriano JC, Sánchez-Murcia PA, Gago F, Jiménez-Ruiz A, Camarasa MJ, Velázquez S..  (2021)  Efficient Dimerization Disruption of Leishmania infantum Trypanothione Reductase by Triazole-phenyl-thiazoles.,  64  (9.0): [PMID:33945281] [10.1021/acs.jmedchem.1c00206]

Source

Source(1):

• Scientific Literature