cis-5-(4-Chlorobenzyl)-2,2-dimethyl-l-(1H-1,2,4-triazol-l-ylmethyl)cyclopentanol

ID: ALA2269727

Cas Number: 115850-27-6

PubChem CID: 14556744

Max Phase: Preclinical

Molecular Formula: C17H22ClN3O

Molecular Weight: 319.84

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H22ClN3O/c1-16(2)8-7-14(9-13-3-5-15(18)6-4-13)17(16,22)10-21-12-19-11-20-21/h3-6,11-12,14,22H,7-10H2,1-2H3/t14-,17+/m1/s1

Standard InChI Key:  XWPZUHJBOLQNMN-PBHICJAKSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.5055   -8.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2154   -8.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5102   -7.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4589   -7.0204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8716   -7.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2800   -7.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4671   -8.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2843   -8.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5375   -8.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0972   -7.0155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5789   -7.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3553   -7.4209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3529   -6.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5749   -6.3536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3546   -8.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7570   -8.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3393   -9.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7410  -10.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5590  -10.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9737   -9.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5696   -8.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9624  -11.0636    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  1
  6  5  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  5  2  1  0
  2  7  1  0
  6 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  9 15  1  1
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269727

   Metconazole, cis-

Molecule Features

Natural Product: Yes

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: 319.84

Molecular Weight (Monoisotopic): 319.1451

AlogP: 3.34

#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: 3.59

CX LogD: 3.59

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.94

Np Likeness Score: 0.13

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