2-(4-(4-aminobenzyl)-3-fluorophenoxy)acetic acid

ID: ALA4757446

PubChem CID: 162656348

Max Phase: Preclinical

Molecular Formula: C15H14FNO3

Molecular Weight: 275.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(Cc2ccc(OCC(=O)O)cc2F)cc1

Standard InChI:  InChI=1S/C15H14FNO3/c16-14-8-13(20-9-15(18)19)6-3-11(14)7-10-1-4-12(17)5-2-10/h1-6,8H,7,9,17H2,(H,18,19)

Standard InChI Key:  USGOIDGBKAPXHM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   29.3597  -15.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3585  -15.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0666  -16.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7762  -15.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7734  -15.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0648  -14.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6505  -16.2919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4796  -14.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1888  -15.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1886  -15.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8970  -16.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6041  -15.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5984  -15.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8894  -14.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3139  -16.2698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0195  -15.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7293  -16.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7361  -17.0794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8821  -13.8241    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.4343  -15.8492    0.0000 O   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
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 19  1  0
 17 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757446

   ---

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: 275.28

Molecular Weight (Monoisotopic): 275.0958

AlogP: 2.46

#Rotatable Bonds: 5

Polar Surface Area: 72.55

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.32

CX Basic pKa: 4.16

CX LogP: 1.73

CX LogD: -0.69

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.82

Np Likeness Score: -0.81

References

1. Runfola M,Sestito S,Bellusci L,La Pietra V,D'Amore VM,Kowalik MA,Chiellini G,Gul S,Perra A,Columbano A,Marinelli L,Novellino E,Rapposelli S.  (2020)  Design, synthesis and biological evaluation of novel TRβ selective agonists sustained by ADME-toxicity analysis.,  188  [PMID:31931337] [10.1016/j.ejmech.2019.112006]

Source

Source(1):

• Scientific Literature