cis-7-(4-Chlorobenzyl)-2,2-dimethyl-l-(1H-1,2,4-triazol-l-ylmethyl)cycloheptanol

ID: ALA2269731

PubChem CID: 76312395

Max Phase: Preclinical

Molecular Formula: C19H26ClN3O

Molecular Weight: 347.89

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H26ClN3O/c1-18(2)10-4-3-5-16(11-15-6-8-17(20)9-7-15)19(18,24)12-23-14-21-13-22-23/h6-9,13-14,16,24H,3-5,10-12H2,1-2H3/t16-,19+/m1/s1

Standard InChI Key:  UEANZADODZLWGO-APWZRJJASA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.6119  -13.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4368  -13.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0244  -12.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9257  -13.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7506  -13.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1569  -14.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7351  -14.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1406  -15.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9665  -15.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3850  -14.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9771  -14.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3736  -16.2103    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.1739  -12.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1307  -14.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6373  -14.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2770  -14.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8127  -14.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7577  -12.2744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5866  -12.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4115  -12.2694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8978  -12.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6816  -12.6787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6792  -11.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8938  -11.6013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  1
  5  6  1  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
  9 12  1  0
 13  4  1  0
  4 14  1  0
 13  2  1  0
 14 15  1  0
  2 16  1  0
 15 17  1  0
 16 17  1  0
 13 18  1  1
 19 13  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269731

   (1S,7R)-7-[(4-chlorophenyl)methyl]-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cycloheptan-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: 347.89

Molecular Weight (Monoisotopic): 347.1764

AlogP: 4.12

#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: 4.48

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: 0.11

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