trans-5-(4-Chlorobenzyl)-2,2-dimethyl-l-(1H-1,2,4-triazol-l-ylmethyl)cyclohexanol

ID: ALA2269730

PubChem CID: 76323237

Max Phase: Preclinical

Molecular Formula: C18H24ClN3O

Molecular Weight: 333.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@@H](Cc2ccc(Cl)cc2)[C@@]1(O)Cn1cncn1

Standard InChI:  InChI=1S/C18H24ClN3O/c1-17(2)9-3-4-15(10-14-5-7-16(19)8-6-14)18(17,23)11-22-13-20-12-21-22/h5-8,12-13,15,23H,3-4,9-11H2,1-2H3/t15-,18-/m0/s1

Standard InChI Key:  CCLRWJSXRVNSCU-YJBOKZPZSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    6.2816  -13.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0988  -13.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6938  -13.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8087  -13.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0942  -14.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7978  -15.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5076  -14.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5140  -13.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3960  -12.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2171  -12.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0343  -12.7729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5160  -13.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2924  -13.1784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2900  -12.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5120  -12.1111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2234  -13.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9294  -13.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9238  -14.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6289  -15.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3394  -14.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3403  -13.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6346  -13.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0459  -15.1354    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  4  8  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  1
 10  4  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  8 16  1  6
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269730

   (1S,6S)-6-[(4-chlorophenyl)methyl]-2,2-dimethyl-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: 333.86

Molecular Weight (Monoisotopic): 333.1608

AlogP: 3.73

#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: 13.67

CX Basic pKa: 2.01

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.93

Np Likeness Score: 0.18

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