1-(1H-imidazole-1-yl)-3-phenoxypropan-2-yl (4-methoxyphenyl)carbamate

ID: ALA4871321

PubChem CID: 164619861

Max Phase: Preclinical

Molecular Formula: C20H21N3O4

Molecular Weight: 367.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)OC(COc2ccccc2)Cn2ccnc2)cc1

Standard InChI:  InChI=1S/C20H21N3O4/c1-25-17-9-7-16(8-10-17)22-20(24)27-19(13-23-12-11-21-15-23)14-26-18-5-3-2-4-6-18/h2-12,15,19H,13-14H2,1H3,(H,22,24)

Standard InChI Key:  HJIDOVBEJPPEKU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.1007   -8.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8088   -8.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5184   -8.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5156   -7.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8070   -6.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3893   -8.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6835   -8.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9739   -8.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2681   -8.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9700   -9.2300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5585   -8.4062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8145   -8.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2648   -8.6742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6701   -9.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4702   -9.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6758   -9.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6719  -10.4592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3857   -9.2408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0896   -9.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0806  -10.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7837  -10.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4961  -10.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5011   -9.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7974   -9.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1982  -10.9010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1887  -11.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871321

   ---

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: 367.41

Molecular Weight (Monoisotopic): 367.1532

AlogP: 3.59

#Rotatable Bonds: 8

Polar Surface Area: 74.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.28

CX Basic pKa: 6.77

CX LogP: 3.28

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.08

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