ID: ALA278354

Max Phase: Preclinical

Molecular Formula: C26H22FN5O3

Molecular Weight: 471.49

Molecule Type: Small molecule

Representations

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

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: 471.49

Molecular Weight (Monoisotopic): 471.1707

AlogP: 4.43

#Rotatable Bonds: 7

Polar Surface Area: 116.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.39

CX Basic pKa: 4.65

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.36

Np 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

Source(1):

• Scientific Literature