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

ID: ALA436460

Chembl Id: CHEMBL436460

PubChem CID: 135480403

Max Phase: Preclinical

Molecular Formula: C31H33FN6O4S

Molecular Weight: 604.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H33FN6O4S/c1-3-15-42-29-10-9-23(43(40,41)38-13-11-36(4-2)12-14-38)16-25(29)30-34-26-18-27-28(17-24(26)31(39)35-30)37(20-33-27)19-21-5-7-22(32)8-6-21/h5-10,16-18,20H,3-4,11-15,19H2,1-2H3,(H,34,35,39)

Standard InChI Key:  PMFZEMKJKBYRAG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA436460

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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: 604.71

Molecular Weight (Monoisotopic): 604.2268

AlogP: 4.65

#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: 5.50

CX LogD: 5.48

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.26

Np Likeness Score: -1.81

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