Pentyl 8-fluoro-3-iodoquinoline-5-sulfonate

ID: ALA5196825

PubChem CID: 168288453

Max Phase: Preclinical

Molecular Formula: C14H15FINO3S

Molecular Weight: 423.25

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H15FINO3S/c1-2-3-4-7-20-21(18,19)13-6-5-12(15)14-11(13)8-10(16)9-17-14/h5-6,8-9H,2-4,7H2,1H3

Standard InChI Key:  FREYSIMBJXNWDI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -1.7461    2.0476    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    1.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605    0.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605   -0.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7443   -0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0343   -0.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0343    0.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3217    1.2216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3929    0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947   -0.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -0.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1093   -0.4241    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7443   -1.2508    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5427   -1.4649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9587   -2.0476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0297   -1.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3153   -1.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991   -1.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1137   -1.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8281   -1.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -1.2508    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
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5196825

   ---

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: 423.25

Molecular Weight (Monoisotopic): 422.9801

AlogP: 3.87

#Rotatable Bonds: 6

Polar Surface Area: 56.26

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.40

Np Likeness Score: -1.26

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