6-(3-Chloro-phenyl)-3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-1,5-dihydro-pyrrolo[3,2-d]pyrimidine-2,4-dione

ID: ALA190586

Chembl Id: CHEMBL190586

PubChem CID: 11784905

Max Phase: Preclinical

Molecular Formula: C25H26ClN5O3

Molecular Weight: 479.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CCn2c(=O)[nH]c3cc(-c4cccc(Cl)c4)[nH]c3c2=O)CC1

Standard InChI:  InChI=1S/C25H26ClN5O3/c1-34-22-8-3-2-7-21(22)30-12-9-29(10-13-30)11-14-31-24(32)23-20(28-25(31)33)16-19(27-23)17-5-4-6-18(26)15-17/h2-8,15-16,27H,9-14H2,1H3,(H,28,33)

Standard InChI Key:  XLQSBZDIAONQNW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA190586

   6-(3-Chloro-phenyl)-3-{2-[4-(2-methoxy-phenyl)-piperazin-1-yl]-ethyl}-1,5-dihydro-pyrrolo[3,2-d]pyrimidine-2,4-dione

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: 479.97

Molecular Weight (Monoisotopic): 479.1724

AlogP: 3.17

#Rotatable Bonds: 6

Polar Surface Area: 86.36

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.60

CX Basic pKa: 6.77

CX LogP: 4.39

CX LogD: 4.30

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -1.36

References

1. Patanè E, Pittalà V, Guerrera F, Salerno L, Romeo G, Siracusa MA, Russo F, Manetti F, Botta M, Mereghetti I, Cagnotto A, Mennini T..  (2005)  Synthesis of 3-arylpiperazinylalkylpyrrolo[3,2-d]pyrimidine-2,4-dione derivatives as novel, potent, and selective alpha1-adrenoceptor ligands.,  48  (7): [PMID:15801833] [10.1021/jm040870h]

Source

Source(1):

• Scientific Literature