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

ID: ALA149536

Chembl Id: CHEMBL149536

PubChem CID: 135415214

Max Phase: Preclinical

Molecular Formula: C25H22FN5O4S

Molecular Weight: 507.55

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H22FN5O4S/c1-2-9-35-23-8-7-17(36(27,33)34)10-19(23)24-29-20-12-21-22(11-18(20)25(32)30-24)31(14-28-21)13-15-3-5-16(26)6-4-15/h3-8,10-12,14H,2,9,13H2,1H3,(H2,27,33,34)(H,29,30,32)

Standard InChI Key:  XWUDRYGXRLKKQT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA149536

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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: 507.55

Molecular Weight (Monoisotopic): 507.1377

AlogP: 3.98

#Rotatable Bonds: 7

Polar Surface Area: 133.22

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.27

CX Basic pKa: 4.65

CX LogP: 4.86

CX LogD: 4.85

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: -1.66

References

1. 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