N-(4-cyanophenyl)-N-((1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,3-triazol-4-yl)methyl)methanesulfonamide

ID: ALA4095526

PubChem CID: 137654326

Max Phase: Preclinical

Molecular Formula: C16H19N5O6S

Molecular Weight: 409.42

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N(Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)nn1)c1ccc(C#N)cc1

Standard InChI:  InChI=1S/C16H19N5O6S/c1-28(25,26)21(12-4-2-10(6-17)3-5-12)8-11-7-20(19-18-11)16-15(24)14(23)13(9-22)27-16/h2-5,7,13-16,22-24H,8-9H2,1H3/t13-,14-,15-,16-/m1/s1

Standard InChI Key:  MCIBEIXEJDUJIJ-KLHDSHLOSA-N

Molfile:  

     RDKit          2D

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   13.8007   -7.6254    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6256   -7.6207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4171   -8.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2422   -8.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4989   -7.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8296   -7.4337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1645   -7.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2840   -7.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9313   -9.3715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9530   -8.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6212   -7.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3673   -6.8800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5423   -6.8790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4055   -7.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0194   -7.3699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8490   -6.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9741   -8.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4642   -6.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2943   -5.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5093   -4.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8940   -5.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0670   -6.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2079   -6.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1663   -3.3400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 26 28  3  0
M  END

Alternative Forms

  1. Parent:

    ALA4095526

    ---

Associated Targets(Human)

RCC4 (73 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 409.42Molecular Weight (Monoisotopic): 409.1056AlogP: -1.27#Rotatable Bonds: 6
Polar Surface Area: 161.80Molecular Species: NEUTRALHBA: 10HBD: 3
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 12.42CX Basic pKa: CX LogP: -1.50CX LogD: -1.50
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.53Np Likeness Score: -0.91

References

1. Alaoui S, Dufies M, Driowya M, Demange L, Bougrin K, Robert G, Auberger P, Pagès G, Benhida R..  (2017)  Synthesis and anti-cancer activities of new sulfonamides 4-substituted-triazolyl nucleosides.,  27  (9): [PMID:28325600] [10.1016/j.bmcl.2017.03.018]

Source