ID: ALA2146755

Max Phase: Preclinical

Molecular Formula: C20H24N4O4

Molecular Weight: 384.44

Molecule Type: Small molecule

Associated Items:

Representations

Synonyms (1): 1,4-Bis(4-Nitrophenethyl)Piperazine
Synonyms from Alternative Forms(1):

    Canonical SMILES:  O=[N+]([O-])c1ccc(CCN2CCN(CCc3ccc([N+](=O)[O-])cc3)CC2)cc1

    Standard InChI:  InChI=1S/C20H24N4O4/c25-23(26)19-5-1-17(2-6-19)9-11-21-13-15-22(16-14-21)12-10-18-3-7-20(8-4-18)24(27)28/h1-8H,9-16H2

    Standard InChI Key:  GKZBQPSXHBJOPU-UHFFFAOYSA-N

    Associated Targets(Human)

    ATP-sensitive inward rectifier potassium channel 1 862 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    HERG 29587 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Inward rectifier potassium channel 2 37 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Inward rectifier potassium channel 4 7 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    ATP-sensitive inward rectifier potassium channel 10 10 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Inward rectifier potassium channel 13 9 Activities

    Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

    Associated Targets(non-human)

    Rattus norvegicus 775804 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

    Properties

    Molecular Weight: 384.44Molecular Weight (Monoisotopic): 384.1798AlogP: 2.91#Rotatable Bonds: 8
    Polar Surface Area: 92.76Molecular Species: NEUTRALHBA: 6HBD: 0
    #RO5 Violations: 0HBA (Lipinski): 8HBD (Lipinski): 0#RO5 Violations (Lipinski): 0
    CX Acidic pKa: CX Basic pKa: 7.76CX LogP: 3.94CX LogD: 3.43
    Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.51Np Likeness Score: -0.82

    References

    1. Tang H, Walsh SP, Yan Y, de Jesus RK, Shahripour A, Teumelsan N, Zhu Y, Ha S, Owens KA, Thomas-Fowlkes BS, Felix JP, Liu J, Kohler M, Priest BT, Bailey T, Brochu R, Alonso-Galicia M, Kaczorowski GJ, Roy S, Yang L, Mills SG, Garcia ML, Pasternak A..  (2012)  Discovery of Selective Small Molecule ROMK Inhibitors as Potential New Mechanism Diuretics.,  (5): [PMID:24900480] [10.1021/ml3000066]
    2.  (2015)  Inhibitors of the renal outer medullary potassium channel, 
    3. Tang H, Zhu Y, Teumelsan N, Walsh SP, Shahripour A, Priest BT, Swensen AM, Felix JP, Brochu RM, Bailey T, Thomas-Fowlkes B, Pai LY, Hampton C, Corona A, Hernandez M, Metzger J, Forrest M, Zhou X, Owens K, Tong V, Parmee E, Roy S, Kaczorowski GJ, Yang L, Alonso-Galicia M, Garcia ML, Pasternak A..  (2016)  Discovery of MK-7145, an Oral Small Molecule ROMK Inhibitor for the Treatment of Hypertension and Heart Failure.,  (7): [PMID:27437080] [10.1021/acsmedchemlett.6b00122]