(2,6-Difluoro-3-hydroxy-phenyl)-(5-(4-methoxy-3-(morpholine-4-sulfonyl)-phenyl)-thiophen-2-yl)-methanone

ID: ALA4095004

PubChem CID: 122653012

Max Phase: Preclinical

Molecular Formula: C22H19F2NO6S2

Molecular Weight: 495.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(C(=O)c3c(F)ccc(O)c3F)s2)cc1S(=O)(=O)N1CCOCC1

Standard InChI:  InChI=1S/C22H19F2NO6S2/c1-30-16-5-2-13(12-19(16)33(28,29)25-8-10-31-11-9-25)17-6-7-18(32-17)22(27)20-14(23)3-4-15(26)21(20)24/h2-7,12,26H,8-11H2,1H3

Standard InChI Key:  JVTKSOWJHPPTJU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.5310  -22.2127    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2413  -22.6176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5397  -22.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9535  -22.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449  -22.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2424  -21.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489  -20.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5301  -19.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6596  -22.0579    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319  -22.0643    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306  -23.7003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0563  -22.8760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463  -22.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7681  -23.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0986  -24.1924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9123  -24.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3955  -23.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4931  -20.8869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9705  -20.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
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 19 20  2  0
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 21 22  2  0
 22 17  1  0
 14 17  1  0
  8 23  1  0
  4 24  1  0
  5 25  1  0
 19  2  1  0
  2 26  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 20 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095004

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 495.53

Molecular Weight (Monoisotopic): 495.0622

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 93.14

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.72

CX Basic pKa: ┄

CX LogP: 3.65

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -1.40

References

1. Abdelsamie AS, van Koppen CJ, Bey E, Salah M, Börger C, Siebenbürger L, Laschke MW, Menger MD, Frotscher M..  (2017)  Treatment of estrogen-dependent diseases: Design, synthesis and profiling of a selective 17β-HSD1 inhibitor with sub-nanomolar IC50 for a proof-of-principle study.,  127  [PMID:27852458] [10.1016/j.ejmech.2016.11.004]

Source

Source(1):

• Scientific Literature