ethyl 4-(3-chloro-4-methoxybenzylamino)-2-(pyridin-2-ylmethoxy)pyrimidine-5-carboxylate

ID: ALA3354287

Chembl Id: CHEMBL3354287

PubChem CID: 17848347

Max Phase: Preclinical

Molecular Formula: C21H21ClN4O4

Molecular Weight: 428.88

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cnc(OCc2ccccn2)nc1NCc1ccc(OC)c(Cl)c1

Standard InChI:  InChI=1S/C21H21ClN4O4/c1-3-29-20(27)16-12-25-21(30-13-15-6-4-5-9-23-15)26-19(16)24-11-14-7-8-18(28-2)17(22)10-14/h4-10,12H,3,11,13H2,1-2H3,(H,24,25,26)

Standard InChI Key:  DVGXDHKUBCCFFC-UHFFFAOYSA-N

Associated Targets(non-human)

PDE5A Phosphodiesterase 5A (190 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Corpus cavernosum (62 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: 428.88Molecular Weight (Monoisotopic): 428.1251AlogP: 3.90#Rotatable Bonds: 9
Polar Surface Area: 95.46Molecular Species: NEUTRALHBA: 8HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 4.17CX LogP: 4.41CX LogD: 4.41
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.51Np Likeness Score: -1.51

References

1. Sakamoto T, Koga Y, Hikota M, Matsuki K, Murakami M, Kikkawa K, Fujishige K, Kotera J, Omori K, Morimoto H, Yamada K..  (2014)  The discovery of avanafil for the treatment of erectile dysfunction: a novel pyrimidine-5-carboxamide derivative as a potent and highly selective phosphodiesterase 5 inhibitor.,  24  (23): [PMID:25455484] [10.1016/j.bmcl.2014.10.008]

Source