1-Benzyl-6-[5-(3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-1,7-dihydro-imidazo[4,5-g]quinazolin-8-one

ID: ALA2112009

Chembl Id: CHEMBL2112009

PubChem CID: 135406621

Max Phase: Preclinical

Molecular Formula: C31H34N6O4S

Molecular Weight: 586.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(S(=O)(=O)N2CC[C@@H](N(C)C)C2)cc1-c1nc(O)c2cc3c(cc2n1)ncn3Cc1ccccc1

Standard InChI:  InChI=1S/C31H34N6O4S/c1-4-14-41-29-11-10-23(42(39,40)37-13-12-22(19-37)35(2)3)15-25(29)30-33-26-17-27-28(16-24(26)31(38)34-30)36(20-32-27)18-21-8-6-5-7-9-21/h5-11,15-17,20,22H,4,12-14,18-19H2,1-3H3,(H,33,34,38)/t22-/m1/s1

Standard InChI Key:  QWFCEVDDFSJYET-JOCHJYFZSA-N

Alternative Forms

1. Parent:

   

   ALA2112009

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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: 4.51

#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: 7.87

CX LogP: 5.14

CX LogD: 4.54

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.27

Np Likeness Score: -1.64

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