2-Fluoro-5-((4-phenylnaphthalene)-1-sulfonamido)benzoic acid

ID: ALA4872622

PubChem CID: 164623522

Max Phase: Preclinical

Molecular Formula: C23H16FNO4S

Molecular Weight: 421.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(NS(=O)(=O)c2ccc(-c3ccccc3)c3ccccc23)ccc1F

Standard InChI:  InChI=1S/C23H16FNO4S/c24-21-12-10-16(14-20(21)23(26)27)25-30(28,29)22-13-11-17(15-6-2-1-3-7-15)18-8-4-5-9-19(18)22/h1-14,25H,(H,26,27)

Standard InChI Key:  FILYSNGGEXLHEI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.4999   -4.9857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.9085   -5.6934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2125   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2114   -3.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9194   -4.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6291   -3.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6263   -2.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9176   -2.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5034   -4.1702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7947   -5.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3804   -6.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3385   -4.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3398   -4.9864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0456   -3.7595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3324   -2.5278    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3828   -5.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0873   -4.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0875   -4.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3840   -3.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6789   -4.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6821   -4.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6726   -6.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9665   -6.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2592   -6.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2585   -7.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9711   -7.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6755   -7.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 15  1  0
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 20 21  1  0
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 23 24  2  0
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 14 25  1  0
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 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872622

   ---

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: 421.45

Molecular Weight (Monoisotopic): 421.0784

AlogP: 5.14

#Rotatable Bonds: 5

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.18

CX Basic pKa: ┄

CX LogP: 4.90

CX LogD: 1.29

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -1.30

References

1. He YL, Chen MT, Wang T, Zhang MM, Li YX, Wang HY, Ding N..  (2021)  Development of FABP4/5 inhibitors with potential therapeutic effect on type 2 Diabetes Mellitus.,  224  [PMID:34332399] [10.1016/j.ejmech.2021.113720]

Source

Source(1):

• Scientific Literature