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

ID: ALA331320

Chembl Id: CHEMBL331320

PubChem CID: 44343590

Max Phase: Preclinical

Molecular Formula: C8H12ClN7O

Molecular Weight: 257.68

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Dimethylamiloride | CHEMBL331320

Synonyms from Alternative Forms(1):Dimethylamiloride

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

Alternative Forms

1. Parent:

   

   ALA331320

   DIMETHYLAMILORIDE

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 257.68

Molecular Weight (Monoisotopic): 257.0792

AlogP: -0.81

#Rotatable Bonds: 2

Polar Surface Area: 136.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 7.20

CX LogP: 0.05

CX LogD: -0.16

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.47

Np 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]

Source

Source(2):

• Scientific Literature
• TP-search Transporter Database