6-[5-(4-Ethyl-piperazine-1-sulfonyl)-2-propoxy-phenyl]-1-(3-methoxy-benzyl)-1,7-dihydro-imidazo[4,5-g]quinazolin-8-one

ID: ALA356775

Chembl Id: CHEMBL356775

PubChem CID: 135485839

Max Phase: Preclinical

Molecular Formula: C32H36N6O5S

Molecular Weight: 616.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(S(=O)(=O)N2CCN(CC)CC2)cc1-c1nc(O)c2cc3c(cc2n1)ncn3Cc1cccc(OC)c1

Standard InChI:  InChI=1S/C32H36N6O5S/c1-4-15-43-30-10-9-24(44(40,41)38-13-11-36(5-2)12-14-38)17-26(30)31-34-27-19-28-29(18-25(27)32(39)35-31)37(21-33-28)20-22-7-6-8-23(16-22)42-3/h6-10,16-19,21H,4-5,11-15,20H2,1-3H3,(H,34,35,39)

Standard InChI Key:  MPCOPZZTNXFDBT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA356775

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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: 616.74

Molecular Weight (Monoisotopic): 616.2468

AlogP: 4.52

#Rotatable Bonds: 10

Polar Surface Area: 122.91

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.39

CX Basic pKa: 6.20

CX LogP: 5.16

CX LogD: 5.13

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.24

Np Likeness Score: -1.70

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