2,3-Dichloro-N-(1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)benzenesulfonamide

Names and Identifiers

Canonical SMILES: Cn1ncc2c(NS(=O)(=O)c3cccc(Cl)c3Cl)ncnc21

Standard InChI: InChI=1S/C12H9Cl2N5O2S/c1-19-12-7(5-17-19)11(15-6-16-12)18-22(20,21)9-4-2-3-8(13)10(9)14/h2-6H,1H3,(H,15,16,18)

Standard InChI Key: LGBRUKKRAJVNMV-UHFFFAOYSA-N

Molfile:

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   29.9816  -12.2333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2642  -10.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9805  -10.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9794   -9.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.4642  -14.5577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   29.2606  -13.4674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2582  -14.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9675  -14.7054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7169  -15.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6961  -11.0017    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.6952   -9.3461    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  7 22  1  0
M  END

Alternative Forms

Parent:

ALA4093994
---

Associated Targets(Human)

CCR4 Tclin C-C chemokine receptor type 4 (2819 Activities)

Discover Target: CCR4

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

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 358.21	Molecular Weight (Monoisotopic): 356.9854	AlogP: 2.47	#Rotatable Bonds: 3
Polar Surface Area: 89.77	Molecular Species: ACID	HBA: 6	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 5.71	CX Basic pKa: 0.96	CX LogP: 2.15	CX LogD: 1.27
Aromatic Rings: 3	Heavy Atoms: 22	QED Weighted: 0.78	Np Likeness Score: -2.37

References

1. Miah AH, Champigny AC, Graves RH, Hodgson ST, Percy JM, Procopiou PA.. (2017) Identification of pyrazolopyrimidine arylsulfonamides as CC-chemokine receptor 4 (CCR4) antagonists., 25 (20): [PMID:28801066] [10.1016/j.bmc.2017.07.052]

Source

Source(1):

Scientific Literature