(2-Chloro-6-fluoro-3-hydroxyphenyl)(5-(3,5-dichloro-4-methoxyphenyl)thiophen-2-yl)methanone

ID: ALA4556587

PubChem CID: 122652995

Max Phase: Preclinical

Molecular Formula: C18H10Cl3FO3S

Molecular Weight: 431.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(Cl)cc(-c2ccc(C(=O)c3c(F)ccc(O)c3Cl)s2)cc1Cl

Standard InChI:  InChI=1S/C18H10Cl3FO3S/c1-25-18-9(19)6-8(7-10(18)20)13-4-5-14(26-13)17(24)15-11(22)2-3-12(23)16(15)21/h2-7,23H,1H3

Standard InChI Key:  LBYJUXCSVNOKGC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.4696  -12.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4684  -13.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1765  -14.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8861  -13.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8833  -12.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1747  -12.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723  -11.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8787  -11.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633  -11.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6248  -11.4735    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1698  -10.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7591  -10.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9603  -10.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5895  -12.3630    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7618  -12.3694    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7604  -14.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9810  -10.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3149  -11.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1270  -11.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6063  -11.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2675  -10.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4564  -10.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4194  -11.1952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7550  -11.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7436   -9.7007    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.4613  -12.5220    0.0000 Cl  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
  5 14  1  0
  1 15  1  0
  2 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 11 17  1  0
 20 23  1  0
 23 24  1  0
 21 25  1  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556587

   ---

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: 431.70

Molecular Weight (Monoisotopic): 429.9400

AlogP: 6.46

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.28

CX Basic pKa: ┄

CX LogP: 6.48

CX LogD: 6.12

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -0.66

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