3-(4-(2-(piperidin-1-yl)ethoxy)benzoyl)-2-(4-(4-(trifluoromethyl)phenylsulfonyloxy)phenyl)benzo[b]thiophen-6-yl 4-(trifluoromethyl)benzenesulfonate

ID: ALA4540180

PubChem CID: 155549933

Max Phase: Preclinical

Molecular Formula: C42H33F6NO8S3

Molecular Weight: 889.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(OCCN2CCCCC2)cc1)c1c(-c2ccc(OS(=O)(=O)c3ccc(C(F)(F)F)cc3)cc2)sc2cc(OS(=O)(=O)c3ccc(C(F)(F)F)cc3)ccc12

Standard InChI:  InChI=1S/C42H33F6NO8S3/c43-41(44,45)29-8-17-34(18-9-29)59(51,52)56-32-14-6-28(7-15-32)40-38(39(50)27-4-12-31(13-5-27)55-25-24-49-22-2-1-3-23-49)36-21-16-33(26-37(36)58-40)57-60(53,54)35-19-10-30(11-20-35)42(46,47)48/h4-21,26H,1-3,22-25H2

Standard InChI Key:  WNWQJMPMZHOSSV-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4540180

   ---

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: 889.91

Molecular Weight (Monoisotopic): 889.1272

AlogP: 10.24

#Rotatable Bonds: 13

Polar Surface Area: 116.28

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.01

CX LogP: 10.85

CX LogD: 10.15

Aromatic Rings: 6

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: -0.77

References

1. El-Gamal MI, Ullah S, Zaraei SO, Jalil S, Zaib S, Zaher DM, Omar HA, Anbar HS, Pelletier J, Sévigny J, Iqbal J..  (2019)  Synthesis, biological evaluation, and docking studies of new raloxifene sulfonate or sulfamate derivatives as inhibitors of nucleotide pyrophosphatase/phosphodiesterase.,  181  [PMID:31382118] [10.1016/j.ejmech.2019.07.063]

2. Nadel, Yael Y and 11 more authors.  2014-06-12  Highly potent and selective ectonucleotide pyrophosphatase/phosphodiesterase I inhibitors based on an adenosine 5'-(α or γ)-thio-(α,β- or β,γ)-methylenetriphosphate scaffold.  [PMID:24846781]

3. Lee, Sang-Yong SY and 5 more authors.  2016-07-15  Thiazolo[3,2-a]benzimidazol-3(2H)-one derivatives: Structure-activity relationships of selective nucleotide pyrophosphatase/phosphodiesterase1 (NPP1) inhibitors.  [PMID:27265686]

4. Zelikman, Vadim V and 8 more authors.  2018-05-10  Highly Selective and Potent Ectonucleotide Pyrophosphatase-1 (NPP1) Inhibitors Based on Uridine 5'-Pα,α-Dithiophosphate Analogues.  [PMID:29681152]

5. Nassir, Molhm and 8 more authors.  2019-12-15  Structure-activity relationship study of NPP1 inhibitors based on uracil-N1-(methoxy)ethyl-β-phosphate scaffold.  [PMID:31610377]

6. Ahmad, Haseen and 7 more authors.  2020-12-15  Synthesis of biphenyl oxazole derivatives via Suzuki coupling and biological evaluations as nucleotide pyrophosphatase/phosphodiesterase-1 and -3 inhibitors.  [PMID:32883636]

Source

Source(1):

• Scientific Literature