4-(6-(ethylsulfonyloxy)-3-(4-(2-(piperidin-1-yl)ethoxy)benzoyl)benzo[b]thiophen-2-yl)phenyl ethanesulfonate

ID: ALA4556663

PubChem CID: 155557159

Max Phase: Preclinical

Molecular Formula: C32H35NO8S3

Molecular Weight: 657.83

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCS(=O)(=O)Oc1ccc(-c2sc3cc(OS(=O)(=O)CC)ccc3c2C(=O)c2ccc(OCCN3CCCCC3)cc2)cc1

Standard InChI: InChI=1S/C32H35NO8S3/c1-3-43(35,36)40-26-14-10-24(11-15-26)32-30(28-17-16-27(22-29(28)42-32)41-44(37,38)4-2)31(34)23-8-12-25(13-9-23)39-21-20-33-18-6-5-7-19-33/h8-17,22H,3-7,18-21H2,1-2H3

Standard InChI Key: HKSCYMBRWDHPOE-UHFFFAOYSA-N

Molfile:

 
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M  END

Associated Targets(Human)

ENPP1 Tchem Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 (635 Activities)

Discover Target: ENPP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ENPP3 Tchem Ectonucleotide pyrophosphatase/phosphodiesterase family member 3 (241 Activities)

Discover Target: ENPP3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A549 (127892 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HT-29 (80576 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 657.83	Molecular Weight (Monoisotopic): 657.1525	AlogP: 6.12	#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: 5.89	CX LogD: 5.18
Aromatic Rings: 4	Heavy Atoms: 44	QED Weighted: 0.12	Np Likeness Score: -0.78

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]

4-(6-(ethylsulfonyloxy)-3-(4-(2-(piperidin-1-yl)ethoxy)benzoyl)benzo[b]thiophen-2-yl)phenyl ethanesulfonate

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source