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

ID: ALA2112881

Chembl Id: CHEMBL2112881

PubChem CID: 135451848

Max Phase: Preclinical

Molecular Formula: C31H33ClN6O4S

Molecular Weight: 621.16

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)ncn3Cc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C31H33ClN6O4S/c1-4-13-42-29-10-9-23(43(40,41)38-12-11-22(18-38)36(2)3)14-25(29)30-34-26-16-27-28(15-24(26)31(39)35-30)37(19-33-27)17-20-5-7-21(32)8-6-20/h5-10,14-16,19,22H,4,11-13,17-18H2,1-3H3,(H,34,35,39)/t22-/m1/s1

Standard InChI Key:  CJARGMIUILVFOW-JOCHJYFZSA-N

Alternative Forms

1. Parent:

   

   ALA2112881

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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: 621.16

Molecular Weight (Monoisotopic): 620.1973

AlogP: 5.17

#Rotatable Bonds: 9

Polar Surface Area: 113.68

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.39

CX Basic pKa: 7.87

CX LogP: 5.70

CX LogD: 5.11

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.24

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