N-benzyl-8-fluoro-3-iodoquinoline-5-sulfonamide

ID: ALA5195222

PubChem CID: 168289935

Max Phase: Preclinical

Molecular Formula: C16H12FIN2O2S

Molecular Weight: 442.25

Names and Identifiers

Canonical SMILES:  O=S(=O)(NCc1ccccc1)c1ccc(F)c2ncc(I)cc12

Standard InChI:  InChI=1S/C16H12FIN2O2S/c17-14-6-7-15(13-8-12(18)10-19-16(13)14)23(21,22)20-9-11-4-2-1-3-5-11/h1-8,10,20H,9H2

Standard InChI Key:  SNRRBTGXWQLTQD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.3875    2.4739    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875    1.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1020    0.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    0.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758    0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0366    1.6478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7514    1.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7532    0.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -0.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677    0.0020    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858   -0.8246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -1.0386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6002   -1.6214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6713   -1.2371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0431   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723   -0.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1842   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1842   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740   -2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576   -2.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  7  2  1  0
  6  7  2  0
  7  8  1  0
  9  8  2  0
 10  9  1  0
  6 11  1  0
 11 10  2  0
 10 12  1  0
  5 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5195222

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 442.25

Molecular Weight (Monoisotopic): 441.9648

AlogP: 3.46

#Rotatable Bonds: 4

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: 9.46

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -1.96

References

1. Palei S, Weisner J, Vogt M, Gontla R, Buchmuller B, Ehrt C, Grabe T, Kleinbölting S, Müller M, Clever GH, Rauh D, Summerer D..  (2022)  A high-throughput effector screen identifies a novel small molecule scaffold for inhibition of ten-eleven translocation dioxygenase 2.,  13  (12.0): [PMID:36545435] [10.1039/d2md00186a]

Source

Source(1):

• Scientific Literature