N,N'-(butane-1,4-diyl)bis(5,6-dihydroxy-1H-indole-2-carboxamide)

ID: ALA3622460

PubChem CID: 16072597

Max Phase: Preclinical

Molecular Formula: C22H22N4O6

Molecular Weight: 438.44

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(NCCCCNC(=O)c1cc2cc(O)c(O)cc2[nH]1)c1cc2cc(O)c(O)cc2[nH]1

Standard InChI:  InChI=1S/C22H22N4O6/c27-17-7-11-5-15(25-13(11)9-19(17)29)21(31)23-3-1-2-4-24-22(32)16-6-12-8-18(28)20(30)10-14(12)26-16/h5-10,25-30H,1-4H2,(H,23,31)(H,24,32)

Standard InChI Key:  TYRJRBAMVHMUTQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560    1.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7008   -0.9930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215    1.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9103    6.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8537    6.5608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9045    4.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3167    4.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2851    6.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5631    6.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8917    6.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9233    4.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6270    3.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9762    4.1200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9194    6.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  4  2  0
  4  1  1  0
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  6  7  1  0
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  1 10  1  0
  2 11  1  0
  8 12  1  0
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 28 32  1  0
M  END

Associated Targets(Human)

HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

PA Polymerase acidic protein (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDCK (10148 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: 438.44Molecular Weight (Monoisotopic): 438.1539AlogP: 2.41#Rotatable Bonds: 7
Polar Surface Area: 170.70Molecular Species: NEUTRALHBA: 6HBD: 8
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 8#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.39CX Basic pKa: CX LogP: 1.32CX LogD: 1.28
Aromatic Rings: 4Heavy Atoms: 32QED Weighted: 0.16Np Likeness Score: -0.22

References

1. Pala N, Stevaert A, Dallocchio R, Dessì A, Rogolino D, Carcelli M, Sanna V, Sechi M, Naesens L..  (2015)  Virtual Screening and Biological Validation of Novel Influenza Virus PA Endonuclease Inhibitors.,  (8): [PMID:26288686] [10.1021/acsmedchemlett.5b00109]

Source