(5-(4-Hydroxy-3,5-dimethylphenyl)thiophen-2-yl)(5-fluoro-3-hydroxy-2-methylphenyl)methanone

ID: ALA4476100

PubChem CID: 122652957

Max Phase: Preclinical

Molecular Formula: C20H17FO3S

Molecular Weight: 356.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(C(=O)c3cc(F)cc(O)c3C)s2)cc(C)c1O

Standard InChI:  InChI=1S/C20H17FO3S/c1-10-6-13(7-11(2)19(10)23)17-4-5-18(25-17)20(24)15-8-14(21)9-16(22)12(15)3/h4-9,22-23H,1-3H3

Standard InChI Key:  XBQIFUGTDIWDFC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.1849  -19.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1838  -20.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8918  -20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6015  -20.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5986  -19.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8900  -19.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8876  -18.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5941  -17.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1787  -17.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3401  -18.3123    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.8851  -17.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4744  -16.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6756  -17.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4757  -20.8443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6964  -17.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0302  -18.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8424  -18.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3216  -17.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9829  -17.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1717  -17.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1347  -18.0340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4589  -16.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1766  -19.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4771  -19.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3098  -20.8432    0.0000 F   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
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  8  2  0
  2 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 11 15  1  0
 18 21  1  0
 19 22  1  0
 17 23  1  0
  1 24  1  0
  4 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476100

   ---

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: 356.42

Molecular Weight (Monoisotopic): 356.0882

AlogP: 5.12

#Rotatable Bonds: 3

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.28

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 6.01

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -0.46

References

1. Abdelsamie AS, Salah M, Siebenbürger L, Hamed MM, Börger C, van Koppen CJ, Frotscher M, Hartmann RW..  (2019)  Development of potential preclinical candidates with promising in vitro ADME profile for the inhibition of type 1 and type 2 17β-Hydroxysteroid dehydrogenases: Design, synthesis, and biological evaluation.,  178  [PMID:31176098] [10.1016/j.ejmech.2019.05.084]

Source

Source(1):

• Scientific Literature