3-aminophenyl 8-fluoro-3-iodoquinoline-5-sulfonate

ID: ALA5205573

PubChem CID: 168294245

Max Phase: Preclinical

Molecular Formula: C15H10FIN2O3S

Molecular Weight: 444.23

Names and Identifiers

Canonical SMILES:  Nc1cccc(OS(=O)(=O)c2ccc(F)c3ncc(I)cc23)c1

Standard InChI:  InChI=1S/C15H10FIN2O3S/c16-13-4-5-14(12-6-9(17)8-19-15(12)13)23(20,21)22-11-3-1-2-10(18)7-11/h1-8H,18H2

Standard InChI Key:  DADOLNCJNUOADA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.0293    3.0918    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293    2.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437    1.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0275    0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    1.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3948    2.2657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095    1.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1113    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3998    0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8258    0.6200    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0275   -0.2065    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258   -0.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2418   -1.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3130   -0.6190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3130   -1.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013   -1.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4005   -2.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141   -3.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0257   -2.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -1.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1148   -3.0916    0.0000 N   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
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5205573

   ---

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: 444.23

Molecular Weight (Monoisotopic): 443.9441

AlogP: 3.33

#Rotatable Bonds: 3

Polar Surface Area: 82.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.94

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.38

Np Likeness Score: -1.60

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