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

ID: ALA4799668

PubChem CID: 162676836

Max Phase: Preclinical

Molecular Formula: C13H11F3N2O3S

Molecular Weight: 332.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(NS(=O)(=O)c2ccc(O)cc2)cc1C(F)(F)F

Standard InChI:  InChI=1S/C13H11F3N2O3S/c14-13(15,16)11-7-8(1-6-12(11)17)18-22(20,21)10-4-2-9(19)3-5-10/h1-7,18-19H,17H2

Standard InChI Key:  DZTLAGGCPZDEOE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    5.0228  -14.7590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184  -14.0532    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2094  -14.7564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0367  -14.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0356  -14.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7436  -15.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4533  -14.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4504  -14.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7418  -13.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289  -13.6447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9135  -13.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9169  -12.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2100  -12.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014  -12.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042  -13.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2117  -14.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1616  -15.2797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7434  -16.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0356  -16.5073    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4510  -16.5076    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7356  -16.9134    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930  -12.4203    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4799668

   ---

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: 332.30

Molecular Weight (Monoisotopic): 332.0442

AlogP: 2.79

#Rotatable Bonds: 3

Polar Surface Area: 92.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 2.31

CX LogP: 2.21

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -1.28

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