3-(2,3,5,6-tetrafluoro-3'-(trifluoromethoxy)biphenyl-4-ylcarbamoyl)thiophene-2-carboxylic acid

ID: ALA4580266

Cas Number: 717142-73-9

PubChem CID: 46200812

Max Phase: Preclinical

Molecular Formula: C19H8F7NO4S

Molecular Weight: 479.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1c(F)c(F)c(-c2cccc(OC(F)(F)F)c2)c(F)c1F)c1ccsc1C(=O)O

Standard InChI:  InChI=1S/C19H8F7NO4S/c20-11-10(7-2-1-3-8(6-7)31-19(24,25)26)12(21)14(23)15(13(11)22)27-17(28)9-4-5-32-16(9)18(29)30/h1-6H,(H,27,28)(H,29,30)

Standard InChI Key:  VNDUHYWEWRRBFJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    8.6327  -21.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6316  -22.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3396  -22.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0493  -22.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0465  -21.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3379  -20.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7496  -20.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4591  -21.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1648  -20.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1622  -19.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4480  -19.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7452  -20.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0349  -19.5990    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.4420  -18.7729    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.4614  -22.0417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8739  -21.2202    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.9249  -20.8220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2173  -21.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5095  -20.8223    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2175  -22.0480    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5045  -21.6349    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8678  -19.5837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5776  -19.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2832  -19.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5818  -20.8058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0288  -19.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5725  -19.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1603  -18.5869    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3619  -18.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7508  -18.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9152  -17.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9754  -18.4763    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 12 13  1  0
 11 14  1  0
  8 15  1  0
  9 16  1  0
  1 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 10 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 24  2  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4580266

   3-((2,3,5,6-Tetrafluoro-3'-(trifluoromethoxy)biphenyl-4-yl)carbamoyl)thiophene-2-carboxylic acid

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: 479.33

Molecular Weight (Monoisotopic): 479.0062

AlogP: 5.82

#Rotatable Bonds: 5

Polar Surface Area: 75.63

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.17

CX Basic pKa: ┄

CX LogP: 6.28

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -1.19

References

1. Boschi D, Pippione AC, Sainas S, Lolli ML..  (2019)  Dihydroorotate dehydrogenase inhibitors in anti-infective drug research.,  183  [PMID:31557612] [10.1016/j.ejmech.2019.111681]

Source

Source(1):

• Scientific Literature