3,5-diamino-6-(5-bromobenzofuran-2-yl)-N-carbamimidoylpyrazine-2-carboxamide

ID: ALA4571268

PubChem CID: 155562662

Max Phase: Preclinical

Molecular Formula: C14H12BrN7O2

Molecular Weight: 390.20

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  N=C(N)NC(=O)c1nc(-c2cc3cc(Br)ccc3o2)c(N)nc1N

Standard InChI:  InChI=1S/C14H12BrN7O2/c15-6-1-2-7-5(3-6)4-8(24-7)9-11(16)21-12(17)10(20-9)13(23)22-14(18)19/h1-4H,(H4,16,17,21)(H4,18,19,22,23)

Standard InChI Key:  QQFXEHBFLBCRAX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.2038   -5.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2026   -5.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9107   -6.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6203   -5.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6175   -5.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9089   -4.6263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3287   -6.2617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4946   -6.2628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3237   -4.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0329   -5.0262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3206   -3.8031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7391   -4.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4483   -5.0209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7360   -3.7978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4981   -4.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4130   -3.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7525   -4.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2074   -4.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6165   -3.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2121   -2.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3988   -2.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9916   -3.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3983   -4.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1744   -3.6507    0.0000 Br  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
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  9 11  2  0
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  1 15  1  0
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 16 19  1  0
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 18 19  2  0
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 23 18  1  0
 22 24  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4571268

    ---

Associated Targets(Human)

PLAU Tchem Urokinase-type plasminogen activator (2016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 390.20Molecular Weight (Monoisotopic): 389.0236AlogP: 1.44#Rotatable Bonds: 2
Polar Surface Area: 169.93Molecular Species: NEUTRALHBA: 7HBD: 5
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 8#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.77CX Basic pKa: 6.25CX LogP: 1.56CX LogD: 1.53
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.33Np Likeness Score: -0.25

References

1. Buckley BJ, Majed H, Aboelela A, Minaei E, Jiang L, Fildes K, Cheung CY, Johnson D, Bachovchin D, Cook GM, Huang M, Ranson M, Kelso MJ..  (2019)  6-Substituted amiloride derivatives as inhibitors of the urokinase-type plasminogen activator for use in metastatic disease.,  29  (24): [PMID:31679971] [10.1016/j.bmcl.2019.126753]

Source