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

ID: ALA342527

Chembl Id: CHEMBL342527

PubChem CID: 135528172

Max Phase: Preclinical

Molecular Formula: C30H31FN6O4S

Molecular Weight: 590.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(S(=O)(=O)N2CCN(C)CC2)cc1-c1nc(O)c2cc3c(cc2n1)ncn3Cc1ccc(F)cc1

Standard InChI:  InChI=1S/C30H31FN6O4S/c1-3-14-41-28-9-8-22(42(39,40)37-12-10-35(2)11-13-37)15-24(28)29-33-25-17-26-27(16-23(25)30(38)34-29)36(19-32-26)18-20-4-6-21(31)7-5-20/h4-9,15-17,19H,3,10-14,18H2,1-2H3,(H,33,34,38)

Standard InChI Key:  PQCMYGIPHHYBHN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA342527

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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: 590.68

Molecular Weight (Monoisotopic): 590.2112

AlogP: 4.26

#Rotatable Bonds: 8

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: 5.99

CX LogP: 5.15

CX LogD: 5.14

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.29

Np Likeness Score: -1.72

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