N-(4-amino-3-(trifluoromethyl)phenyl)-4-methoxybenzenesulfonamide

ID: ALA4791789

PubChem CID: 162672256

Max Phase: Preclinical

Molecular Formula: C14H13F3N2O3S

Molecular Weight: 346.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Nc2ccc(N)c(C(F)(F)F)c2)cc1

Standard InChI:  InChI=1S/C14H13F3N2O3S/c1-22-10-3-5-11(6-4-10)23(20,21)19-9-2-7-13(18)12(8-9)14(15,16)17/h2-8,19H,18H2,1H3

Standard InChI Key:  GROYHDRHYSCXBH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   24.6850  -22.0064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2805  -21.3006    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.8715  -22.0038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6988  -21.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6977  -22.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4057  -22.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1154  -22.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1126  -21.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4039  -20.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9910  -20.8922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5756  -20.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5791  -20.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8721  -19.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1635  -20.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1663  -20.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8739  -21.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8237  -22.5271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4055  -23.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6977  -23.7547    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.1131  -23.7551    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.3978  -24.1608    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.4551  -19.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7481  -20.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  4 10  1  0
 10  2  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  7 17  1  0
  6 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 14 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791789

   ---

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: 346.33

Molecular Weight (Monoisotopic): 346.0599

AlogP: 3.10

#Rotatable Bonds: 4

Polar Surface Area: 81.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.53

CX Basic pKa: 2.31

CX LogP: 2.35

CX LogD: 2.32

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.83

Np Likeness Score: -1.51

References

1. Xu F,Zhao Y,Zhou H,Li C,Zhang X,Hou T,Qu L,Wei L,Wang J,Liu Y,Liang X.  (2020)  Synthesis and evaluation of 3-(4-(phenoxymethyl)phenyl)propanoic acid and N-phenylbenzenesulfonamide derivatives as FFA4 agonists.,  30  (24): [PMID:33127539] [10.1016/j.bmcl.2020.127650]

Source

Source(1):

• Scientific Literature