N-(2-(4-(4-Acetamidobenzyl)phenoxy)ethyl)acetamide

ID: ALA4781549

PubChem CID: 162664234

Max Phase: Preclinical

Molecular Formula: C19H22N2O3

Molecular Weight: 326.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NCCOc1ccc(Cc2ccc(NC(C)=O)cc2)cc1

Standard InChI:  InChI=1S/C19H22N2O3/c1-14(22)20-11-12-24-19-9-5-17(6-10-19)13-16-3-7-18(8-4-16)21-15(2)23/h3-10H,11-13H2,1-2H3,(H,20,22)(H,21,23)

Standard InChI Key:  HHEJQNUYMUPCTF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    8.7919  -10.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0828  -10.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7919   -9.4489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4969  -10.6747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2060  -10.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2060   -9.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9151   -9.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6200   -9.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6200  -10.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9151  -10.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3291   -9.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0382   -9.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7473   -9.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4523   -9.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4523  -10.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7473  -10.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0382  -10.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1614  -10.6747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8663  -10.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8663   -9.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5754   -9.0403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2828   -9.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9908   -9.0415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2821  -10.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 19 20  1  0
 18 19  1  0
 20 21  1  0
 15 18  1  0
  8 11  1  0
  4  5  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781549

   ---

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: 326.40

Molecular Weight (Monoisotopic): 326.1630

AlogP: 2.75

#Rotatable Bonds: 7

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.97

References

1. Chiellini G,Nesi G,Sestito S,Chiarugi S,Runfola M,Espinoza S,Sabatini M,Bellusci L,Laurino A,Cichero E,Gainetdinov RR,Fossa P,Raimondi L,Zucchi R,Rapposelli S.  (2016)  Hit-to-Lead Optimization of Mouse Trace Amine Associated Receptor 1 (mTAAR1) Agonists with a Diphenylmethane-Scaffold: Design, Synthesis, and Biological Study.,  59  (21.0): [PMID:27731647] [10.1021/acs.jmedchem.6b01092]

Source

Source(1):

• Scientific Literature