ID: ALA1962712

Max Phase: Preclinical

Molecular Formula: C8H10ClN7O3

Molecular Weight: 287.67

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(N)NC(=O)c1nc(Cl)c(NCC(=O)O)nc1N

Standard InChI:  InChI=1S/C8H10ClN7O3/c9-4-6(13-1-2(17)18)15-5(10)3(14-4)7(19)16-8(11)12/h1H2,(H,17,18)(H3,10,13,15)(H4,11,12,16,19)

Standard InChI Key:  RHVCJTPYUUXRIY-UHFFFAOYSA-N

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

Properties

Molecular Weight: 287.67

Molecular Weight (Monoisotopic): 287.0534

AlogP: -1.17

#Rotatable Bonds: 4

Polar Surface Area: 180.10

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.99

CX Basic pKa: 7.17

CX LogP: -2.37

CX LogD: -2.78

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.30

Np Likeness Score: -0.54

References

1. Massey AP, Harley WR, Pasupuleti N, Gorin FA, Nantz MH..  (2012)  2-Amidino analogs of glycine-amiloride conjugates: inhibitors of urokinase-type plasminogen activator.,  22  (7): [PMID:22366654] [10.1016/j.bmcl.2011.12.123]

2. Massink A, Louvel J, Adlere I, van Veen C, Huisman BJ, Dijksteel GS, Guo D, Lenselink EB, Buckley BJ, Matthews H, Ranson M, Kelso M, IJzerman AP..  (2016)  5'-Substituted Amiloride Derivatives as Allosteric Modulators Binding in the Sodium Ion Pocket of the Adenosine A2A Receptor.,  59  (10): [PMID:27124340] [10.1021/acs.jmedchem.6b00142]

Source

Source(1):

• Scientific Literature