3-(4-(cyclohexyloxy)phenyl)-1-(pyrrolidin-1-yl)propan-1-one

ID: ALA4461331

PubChem CID: 155528450

Max Phase: Preclinical

Molecular Formula: C19H27NO2

Molecular Weight: 301.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccc(OC2CCCCC2)cc1)N1CCCC1

Standard InChI:  InChI=1S/C19H27NO2/c21-19(20-14-4-5-15-20)13-10-16-8-11-18(12-9-16)22-17-6-2-1-3-7-17/h8-9,11-12,17H,1-7,10,13-15H2

Standard InChI Key:  CTMBCMIREKHXDM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   27.8343   -9.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1265   -8.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4188   -9.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7111   -8.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0034   -9.2367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7111   -8.0110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2534   -8.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7066   -9.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1153  -10.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9145  -10.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8313  -10.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5381  -10.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2468  -10.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2442   -9.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5368   -8.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9551  -10.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6623  -10.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3667  -10.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0718  -10.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0749   -9.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3668   -8.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6556   -9.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
  1 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  1  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4461331

   ---

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: 301.43

Molecular Weight (Monoisotopic): 301.2042

AlogP: 3.95

#Rotatable Bonds: 5

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.82

Np Likeness Score: -0.44

References

1. Zhou P, Xiang L, Zhao D, Ren J, Qiu Y, Li Y..  (2019)  Synthesis, biological evaluation, and structure activity relationship (SAR) study of pyrrolidine amide derivatives as N-acylethanolamine acid amidase (NAAA) inhibitors.,  10  (2): [PMID:30931090] [10.1039/C8MD00432C]

Source

Source(1):

• Scientific Literature