N-[2-(3-Fluoro-phenyl)-ethyl]-3-(6-fluoro-pyridin-3-yl)-5-trifluoromethyl-benzenesulfonamide

ID: ALA4170711

PubChem CID: 145951747

Max Phase: Preclinical

Molecular Formula: C20H15F5N2O2S

Molecular Weight: 442.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NCCc1cccc(F)c1)c1cc(-c2ccc(F)nc2)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C20H15F5N2O2S/c21-17-3-1-2-13(8-17)6-7-27-30(28,29)18-10-15(9-16(11-18)20(23,24)25)14-4-5-19(22)26-12-14/h1-5,8-12,27H,6-7H2

Standard InChI Key:  LKGOPWFILWMPLS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   11.7921  -17.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6171  -17.3340    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.2082  -16.6174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9115  -18.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9104  -19.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6252  -19.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3417  -19.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3388  -18.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6233  -18.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1956  -19.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4814  -19.4019    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1949  -20.6400    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4754  -20.2215    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3342  -16.9232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0499  -17.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7632  -16.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4789  -17.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4794  -18.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1943  -18.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9086  -18.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9034  -17.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1879  -16.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1964  -19.3871    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.0532  -19.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0532  -20.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7675  -21.0506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4823  -20.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4784  -19.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7635  -19.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1980  -21.0474    0.0000 F   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
  5 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  9  2  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 19 23  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
  7 24  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4170711

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 442.41

Molecular Weight (Monoisotopic): 442.0774

AlogP: 4.57

#Rotatable Bonds: 6

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.89

CX Basic pKa: ┄

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -1.69

References

1. Giordano A, Forte G, Massimo L, Riccio R, Bifulco G, Di Micco S..  (2018)  Discovery of new erbB4 inhibitors: Repositioning an orphan chemical library by inverse virtual screening.,  152  [PMID:29730188] [10.1016/j.ejmech.2018.04.018]

Source

Source(1):

• Scientific Literature