1-Benzyl-6-[5-(4-ethyl-piperazine-1-sulfonyl)-2-propoxy-phenyl]-1,7-dihydro-imidazo[4,5-g]quinazolin-8-one

ID: ALA227489

Chembl Id: CHEMBL227489

PubChem CID: 135531347

Max Phase: Preclinical

Molecular Formula: C31H34N6O4S

Molecular Weight: 586.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(S(=O)(=O)N2CCN(CC)CC2)cc1-c1nc(O)c2cc3c(cc2n1)ncn3Cc1ccccc1

Standard InChI:  InChI=1S/C31H34N6O4S/c1-3-16-41-29-11-10-23(42(39,40)37-14-12-35(4-2)13-15-37)17-25(29)30-33-26-19-27-28(18-24(26)31(38)34-30)36(21-32-27)20-22-8-6-5-7-9-22/h5-11,17-19,21H,3-4,12-16,20H2,1-2H3,(H,33,34,38)

Standard InChI Key:  XOVHUKZPMPURGC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA227489

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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: 586.72

Molecular Weight (Monoisotopic): 586.2362

AlogP: 4.52

#Rotatable Bonds: 9

Polar Surface Area: 113.68

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.39

CX Basic pKa: 6.20

CX LogP: 5.36

CX LogD: 5.33

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.27

Np Likeness Score: -1.67

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