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

ID: ALA2269722

PubChem CID: 13986611

Max Phase: Preclinical

Molecular Formula: C15H18ClN3O

Molecular Weight: 291.78

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H18ClN3O/c16-14-5-3-12(4-6-14)8-13-2-1-7-15(13,20)9-19-11-17-10-18-19/h3-6,10-11,13,20H,1-2,7-9H2/t13-,15-/m0/s1

Standard InChI Key:  QEEHVPIONMGPLD-ZFWWWQNUSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    7.4868   -1.8696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8995   -2.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3079   -1.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4950   -3.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3122   -3.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5654   -3.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2449   -3.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1251   -1.8647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6068   -2.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3832   -2.2701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3808   -1.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6028   -1.2028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3825   -3.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7849   -3.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3672   -4.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7689   -5.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5869   -5.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0016   -4.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5975   -3.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9903   -5.9129    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  2  7  1  0
  7  4  1  0
  3  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  6 13  1  6
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269722

   (1R,2S)-2-[(4-chlorophenyl)methyl]-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-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: 291.78

Molecular Weight (Monoisotopic): 291.1138

AlogP: 2.71

#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: 2.85

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.94

Np Likeness Score: -0.01

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