3-[1-(4-Fluoro-benzyl)-8-oxo-7,8-dihydro-1H-imidazo[4,5-g]quinazolin-6-yl]-4-propoxy-benzamide

ID: ALA278354

Chembl Id: CHEMBL278354

PubChem CID: 135444771

Max Phase: Preclinical

Molecular Formula: C26H22FN5O3

Molecular Weight: 471.49

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(C(N)=O)cc1-c1nc(O)c2cc3c(cc2n1)ncn3Cc1ccc(F)cc1

Standard InChI:  InChI=1S/C26H22FN5O3/c1-2-9-35-23-8-5-16(24(28)33)10-19(23)25-30-20-12-21-22(11-18(20)26(34)31-25)32(14-29-21)13-15-3-6-17(27)7-4-15/h3-8,10-12,14H,2,9,13H2,1H3,(H2,28,33)(H,30,31,34)

Standard InChI Key:  FHBUUNSHWMUODM-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA278354

    ---

Associated Targets(Human)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE5A Tclin Phosphodiesterase 3 and 5 (PDE3 and PDE5) (91 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE5A Tclin Phosphodiesterase 4 and 5 (PDE4 and PDE5) (47 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: 471.49Molecular Weight (Monoisotopic): 471.1707AlogP: 4.43#Rotatable Bonds: 7
Polar Surface Area: 116.15Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 12.39CX Basic pKa: 4.65CX LogP: 4.96CX LogD: 4.96
Aromatic Rings: 5Heavy Atoms: 35QED Weighted: 0.36Np Likeness Score: -1.48

References

1. Rotella DP, Sun Z, Zhu Y, Krupinski J, Pongrac R, Seliger L, Normandin D, Macor JE..  (2000)  N-3-substituted imidazoquinazolinones: potent and selective PDE5 inhibitors as potential agents for treatment of erectile dysfunction.,  43  (7): [PMID:10753463] [10.1021/jm000081+]
2. Rotella DP, Sun Z, Zhu Y, Krupinski J, Pongrac R, Seliger L, Normandin D, Macor JE..  (2000)  Optimization of substituted N-3-benzylimidazoquinazolinone sulfonamides as potent and selective PDE5 inhibitors.,  43  (26): [PMID:11150175] [10.1021/jm000336j]

Source