N-(5-(hydroxymethyl)-4-(3-nitrophenyl)thiazol-2-yl)-3,4-dimethoxybenzenesulfonamide

ID: ALA3526576

PubChem CID: 24812233

Max Phase: Preclinical

Molecular Formula: C18H17N3O7S2

Molecular Weight: 451.48

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Nc2nc(-c3cccc([N+](=O)[O-])c3)c(CO)s2)cc1OC

Standard InChI:  InChI=1S/C18H17N3O7S2/c1-27-14-7-6-13(9-15(14)28-2)30(25,26)20-18-19-17(16(10-22)29-18)11-4-3-5-12(8-11)21(23)24/h3-9,22H,10H2,1-2H3,(H,19,20)

Standard InChI Key:  PVOOROPJFWOORR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.9960   -6.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8134   -6.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2396   -6.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8425   -5.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0263   -5.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6281   -4.6683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8110   -4.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509   -3.9690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0558   -6.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4555   -6.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2575   -6.6976    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3516   -5.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6072   -5.5453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0633   -5.4830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0712   -4.6659    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7829   -4.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153   -4.9865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4072   -4.1747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1966   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2050   -3.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4963   -3.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7881   -3.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9161   -3.0595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6204   -3.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5014   -2.2296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2116   -1.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0425   -7.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4467   -8.2731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  7  9  1  0
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 11 12  1  0
 10 11  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  4 10  1  0
 13 15  1  0
 15 16  1  0
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 16 18  2  0
 16 19  2  0
 17 20  2  0
 20 21  1  0
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 22 23  1  0
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 24 17  1  0
 22 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  1  0
 11 29  1  0
 29 30  1  0
M  CHG  2   7   1   9  -1
M  END

Associated Targets(Human)

KMO Tchem Kynurenine 3-monooxygenase (379 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Kmo Kynurenine 3-monooxygenase (34 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Kmo Kynurenine 3-monooxygenase (207 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: 451.48Molecular Weight (Monoisotopic): 451.0508AlogP: 3.03#Rotatable Bonds: 8
Polar Surface Area: 140.89Molecular Species: NEUTRALHBA: 9HBD: 2
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 6.74CX Basic pKa: CX LogP: 2.83CX LogD: 2.27
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.39Np Likeness Score: -1.65

References

1. Beconi MG, Yates D, Lyons K, Matthews K, Clifton S, Mead T, Prime M, Winkler D, O'Connell C, Walter D, Toledo-Sherman L, Munoz-Sanjuan I, Dominguez C..  (2012)  Metabolism and pharmacokinetics of JM6 in mice: JM6 is not a prodrug for Ro-61-8048.,  40  (12): [PMID:22942319] [10.1124/dmd.112.046532]

Source