1-(4-Chlorophenoxy)-3-(1H-1,2,4-triazol-1-yl)propan-2-ylphenylcarbamate

ID: ALA4874654

PubChem CID: 164625678

Max Phase: Preclinical

Molecular Formula: C18H17ClN4O3

Molecular Weight: 372.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)OC(COc1ccc(Cl)cc1)Cn1cncn1

Standard InChI:  InChI=1S/C18H17ClN4O3/c19-14-6-8-16(9-7-14)25-11-17(10-23-13-20-12-21-23)26-18(24)22-15-4-2-1-3-5-15/h1-9,12-13,17H,10-11H2,(H,22,24)

Standard InChI Key:  YYRXJHWUKMKVJT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.8425   -1.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8414   -1.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5494   -2.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2591   -1.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2562   -1.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5476   -0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9636   -0.7344    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.1299   -2.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4242   -1.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7145   -2.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0088   -1.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7107   -3.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2991   -2.3639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5551   -2.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0055   -2.6320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4107   -3.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2108   -3.1754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4164   -3.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4126   -4.4169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1263   -3.1986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8302   -3.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8212   -4.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5243   -4.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2367   -4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2417   -3.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5380   -3.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 12 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874654

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 372.81

Molecular Weight (Monoisotopic): 372.0989

AlogP: 3.63

#Rotatable Bonds: 7

Polar Surface Area: 78.27

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.02

CX Basic pKa: 2.27

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.68

Np Likeness Score: -1.46

References

1. Ammazzalorso A, Gallorini M, Fantacuzzi M, Gambacorta N, De Filippis B, Giampietro L, Maccallini C, Nicolotti O, Cataldi A, Amoroso R..  (2021)  Design, synthesis and biological evaluation of imidazole and triazole-based carbamates as novel aromatase inhibitors.,  211  [PMID:33360796] [10.1016/j.ejmech.2020.113115]

Source

Source(1):

• Scientific Literature