trans-2-(4-chlorobenzyl)-1-(1H-1,2,4-triazol-1-ylmethyl)-cyclohexanol

ID: ALA2269724

PubChem CID: 14695148

Max Phase: Preclinical

Molecular Formula: C16H20ClN3O

Molecular Weight: 305.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@]1(Cn2cncn2)CCCC[C@H]1Cc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C16H20ClN3O/c17-15-6-4-13(5-7-15)9-14-3-1-2-8-16(14,21)10-20-12-18-11-19-20/h4-7,11-12,14,21H,1-3,8-10H2/t14-,16-/m0/s1

Standard InChI Key:  OBVIGTMCDZMSKA-HOCLYGCPSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   19.2370   -2.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5271   -3.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5225   -3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2261   -4.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9359   -3.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9423   -3.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8243   -1.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6454   -1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4626   -1.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9443   -2.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7207   -2.3155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7183   -1.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9403   -1.2482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6517   -2.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3577   -3.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3521   -3.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0572   -4.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7677   -3.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7686   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0629   -2.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4742   -4.2726    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  1
  8  1  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  6 14  1  6
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269724

   (1R,2S)-2-[(4-chlorophenyl)methyl]-1-(1,2,4-triazol-1-ylmethyl)cyclohexan-1-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 305.81

Molecular Weight (Monoisotopic): 305.1295

AlogP: 3.10

#Rotatable Bonds: 4

Polar Surface Area: 50.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.01

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.94

Np Likeness Score: -0.09

References

1. ITO A, SAISHOJI T, KUMAZAWA S, CHUMAN H.  (1999)  Structure-Activity Relationships of the Azole Fungicide Metconazole and Its Related Azolylmethylcycloalkanols,  24  (3): [10.1584/jpestics.24.262]

Source

Source(1):

• Scientific Literature