Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.

trans-(+/-)-1-(2-(2,5-dichlorobenzyloxy)cyclohexyl)-1H-imidazole

ID: ALA1683021

PubChem CID: 53322807

Max Phase: Preclinical

Molecular Formula: C16H18Cl2N2O

Molecular Weight: 325.24

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Clc1ccc(Cl)c(CO[C@H]2CCCC[C@@H]2n2ccnc2)c1

Standard InChI:  InChI=1S/C16H18Cl2N2O/c17-13-5-6-14(18)12(9-13)10-21-16-4-2-1-3-15(16)20-8-7-19-11-20/h5-9,11,15-16H,1-4,10H2/t15-,16-/m0/s1

Standard InChI Key:  UZJXFKKOVXHTAZ-HOTGVXAUSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   16.0792  -19.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0792  -20.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7912  -20.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5032  -20.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5032  -19.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7912  -18.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7912  -21.3458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1187  -21.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3738  -22.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1999  -22.6141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4526  -21.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2171  -20.5260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9321  -20.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6460  -20.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6419  -21.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3549  -21.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0709  -21.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0695  -20.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3559  -20.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9260  -21.7611    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.7831  -20.1098    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  4  5  1  0
  4 12  1  6
  5  6  1  0
 12 13  1  0
 13 14  1  0
  3  7  1  1
 14 15  2  0
  8  9  2  0
 15 16  1  0
  1  2  1  0
 16 17  2  0
  1  6  1  0
 17 18  1  0
  2  3  1  0
 18 19  2  0
 19 14  1  0
  3  4  1  0
 15 20  1  0
  7  8  1  0
 18 21  1  0
M  END

Associated Targets(Human)

MRC5 (9203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FECH Tchem Ferrochelatase, mitochondrial (678 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HMBS Tbio Porphobilinogen deaminase (404 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J774.A1 (2436 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L6 (7924 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei (78846 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania infantum (5912 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania (37 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Naegleria gruberi (399 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Biocomponents

Calculated Properties

Molecular Weight: 325.24Molecular Weight (Monoisotopic): 324.0796AlogP: 4.89#Rotatable Bonds: 4
Polar Surface Area: 27.05Molecular Species: NEUTRALHBA: 3HBD:
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 6.44CX LogP: 4.38CX LogD: 4.35
Aromatic Rings: 2Heavy Atoms: 21QED Weighted: 0.80Np Likeness Score: -1.06

References

1. Marrapu VK, Srinivas N, Mittal M, Shakya N, Gupta S, Bhandari K..  (2011)  Design and synthesis of novel tetrahydronaphthyl azoles and related cyclohexyl azoles as antileishmanial agents.,  21  (5): [PMID:21295472] [10.1016/j.bmcl.2011.01.026]
2. MMV Pathogen Box,  [10.6019/CHEMBL3637841]
3. Nathan group, Weill Cornell Medical College; Barry Lab, NIAID NIH; Winzeler lab, UCSD; Laboratory of Microbiology, Parasitology and Hygiene (LMPH), Univ. of Antwerp; London School of Hygiene and Tropical Medicine; Parasite Chemotherapy Unit at Swiss Tropical and Public Health Institute; Huston group at the University of Vermont; Castellanos group at UTMB, Galveston, Texas; Sakanari Lab, Univ. of Calif. San Francisco; Townson (Simon) Lab, Imperial College London; Fidelis Cho-Ngwa Lab, University of Buea, Buea, Cameroon; Laboratory of Molecular Parasitology at the New York Blood Center; Bickle Lab, London School of Hygiene and Tropical Medicine; Keiser Lab, Swiss Tropical and Public Health Institute; Caffrey group at the Center for Discovery and Innovation in Parasitic Diseases, Skaggs School of Pharmacy and Pharmaceutical Sciences, UC San Diego; University of Cape Town; Shanmugam group at CSIR-National Chemical Laboratory, Pune (India); Novartis Institute for Tropical Disease-Singapore; Abbvie. MMV Pathogen Box Bioactivity Data,  [10.6019/CHEMBL3832761]
4. Anna Ehmann. The Australian National University Dept Of Immunology Pathogen Box Compounds Screened,  [10.6019/CHEMBL3987221]
5. Sarink, M; Mykytyn, A; Tielens, A; van Hellemond, J. Naegleria gruberi Pathogen Box compounds screening,  [10.6019/CHEMBL4513101]
6. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - MMV compounds,  [10.6019/CHEMBL4513149]