N-(3-Amino-5-chloro-6-dimethylamino-pyrazine-2-carbonyl)-guanidine

ID: ALA331320

PubChem CID: 44343590

Max Phase: Preclinical

Molecular Formula: C8H12ClN7O

Molecular Weight: 257.68

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Synonyms: Dimethylamiloride | CHEMBL331320

Canonical SMILES:  CN(C)c1nc(C(=O)N=C(N)N)c(N)nc1Cl

Standard InChI:  InChI=1S/C8H12ClN7O/c1-16(2)6-4(9)14-5(10)3(13-6)7(17)15-8(11)12/h1-2H3,(H2,10,14)(H4,11,12,15,17)

Standard InChI Key:  WLKVEBZQNLWJDY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    1.6125   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917    0.4083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -1.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -0.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167    1.2333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333    0.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -1.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333   -1.2500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7500    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333    1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458   -0.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  6  2  0
  4  2  1  0
  5  1  1  0
  6  1  1  0
  7  3  1  0
  8  5  1  0
  9  8  2  0
 10  4  1  0
 11  9  1  0
 12  5  2  0
 13  6  1  0
 14  7  1  0
 15  9  1  0
 16 10  1  0
 17 10  1  0
  7  4  2  0
M  END

Alternative Forms

  1. Parent:

Associated Targets(Human)

SLC8A1 Tchem Sodium/calcium exchanger 1 (416 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

SLC8A1 Sodium/calcium exchanger 1 (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc22a3 Solute carrier family 22 member 3 (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc22a5 Solute carrier family 22 member 5 (44 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: 257.68Molecular Weight (Monoisotopic): 257.0792AlogP: -0.81#Rotatable Bonds: 2
Polar Surface Area: 136.51Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 7.20CX LogP: 0.05CX LogD: -0.16
Aromatic Rings: 1Heavy Atoms: 17QED Weighted: 0.47Np Likeness Score: -0.74

References

1. Hasegawa H, Muraoka M, Matsui K, Kojima A..  (2003)  Discovery of a novel potent Na+/Ca2+ exchanger inhibitor: design, synthesis and structure-activity relationships of 3,4-dihydro-2(1H)-quinazolinone derivatives.,  13  (20): [PMID:14505651] [10.1016/s0960-894x(03)00744-3]
2. Hasegawa H, Muraoka M, Matsui K, Kojima A..  (2006)  A novel class of sodium/calcium exchanger inhibitors: design, synthesis, and structure-activity relationships of 4-phenyl-3-(piperidin-4-yl)-3,4-dihydro-2(1H)-quinazolinone derivatives.,  16  (3): [PMID:16249082] [10.1016/j.bmcl.2005.10.012]
3. Kekuda R, Prasad PD, Wu X, Wang H, Fei YJ, Leibach FH, Ganapathy V..  (1998)  Cloning and functional characterization of a potential-sensitive, polyspecific organic cation transporter (OCT3) most abundantly expressed in placenta.,  273  (1): [PMID:9632645] [10.1074/jbc.273.26.15971]
4. Wu X, Huang W, Prasad PD, Seth P, Rajan DP, Leibach FH, Chen J, Conway SJ, Ganapathy V..  (1999)  Functional characteristics and tissue distribution pattern of organic cation transporter 2 (OCTN2), an organic cation/carnitine transporter.,  290  (1): [PMID:10454528]