rel-cis-2-(4-Chlorobenzyl)-trans-5-isopropyl-l-(1H-1,2,4-triazol-l-ylmethyl)cyclopentanol

ID: ALA2286107

Chembl Id: CHEMBL2286107

Cas Number: 191166-47-9

PubChem CID: 14556831

Max Phase: Preclinical

Molecular Formula: C18H24ClN3O

Molecular Weight: 333.86

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H24ClN3O/c1-13(2)17-8-5-15(9-14-3-6-16(19)7-4-14)18(17,23)10-22-12-20-11-21-22/h3-4,6-7,11-13,15,17,23H,5,8-10H2,1-2H3/t15-,17-,18+/m1/s1

Standard InChI Key:  QTYCMDBMOLSEAM-NXHRZFHOSA-N

Alternative Forms

1. Parent:

   

   ALA2286107

   (1S,2R,5R)-2-[(4-chlorophenyl)methyl]-5-propan-2-yl-1-(1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol

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: 333.86

Molecular Weight (Monoisotopic): 333.1608

AlogP: 3.59

#Rotatable Bonds: 5

Polar Surface Area: 50.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.81

CX Basic pKa: 2.01

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: 0.27

References

1. ITO A, SAISHOJI T, KUMAZAWA S.  (1997)  Synthesis of Stereoisomers of Ipconazole and Their Fungicidal and Plant Growth Inhibitory Activities,  22  (2): [10.1584/jpestics.22.119]

2. ITO A, SAISHOJI T, KUMAZAWA S.  (1997)  Synthesis of Stereoisomers of Ipconazole and Their Fungicidal and Plant Growth Inhibitory Activities,  22  (2): [10.1584/jpestics.22.119]

3. SAISHOJI T, ITO A, KUMAZAWA S, CHUMAN H.  (1998)  Structure-Activity Relationships of Enantiomers of the Azole Fungicide Ipconazole and Its Related Compounds,  23  (2): [10.1584/jpestics.23.129]

Source

Source(1):

• Scientific Literature