(5-(3-(Methylsulfonyl)phenyl)thiophen-2-yl)(2,4,5-trifluoro-3-hydroxyphenyl)methanone

ID: ALA4528459

PubChem CID: 155544948

Max Phase: Preclinical

Molecular Formula: C18H11F3O4S2

Molecular Weight: 412.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1cccc(-c2ccc(C(=O)c3cc(F)c(F)c(O)c3F)s2)c1

Standard InChI:  InChI=1S/C18H11F3O4S2/c1-27(24,25)10-4-2-3-9(7-10)13-5-6-14(26-13)17(22)11-8-12(19)16(21)18(23)15(11)20/h2-8,23H,1H3

Standard InChI Key:  ASDUNIRPFAQIPX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.4230  -24.2681    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.4219  -23.4490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1594  -27.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1582  -28.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8663  -28.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5759  -28.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5731  -27.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8645  -26.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8621  -26.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5685  -25.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1531  -25.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3146  -26.0426    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.8596  -25.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4489  -24.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6501  -24.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4502  -28.5746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6708  -25.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4516  -26.9386    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.2843  -28.5735    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.8661  -29.3927    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.0020  -26.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8124  -26.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2894  -25.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9501  -24.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1406  -24.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2383  -24.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 20  1  0
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  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528459

   ---

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: 412.41

Molecular Weight (Monoisotopic): 412.0051

AlogP: 4.17

#Rotatable Bonds: 4

Polar Surface Area: 71.44

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.18

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 2.78

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: -1.20

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