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

ID: ALA192603

Chembl Id: CHEMBL192603

PubChem CID: 11305801

Max Phase: Preclinical

Molecular Formula: C25H26ClN5O2

Molecular Weight: 463.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2cc(-c3ccccc3)[nH]c2c(=O)n1CCCN1CCN(c2ccccc2Cl)CC1

Standard InChI:  InChI=1S/C25H26ClN5O2/c26-19-9-4-5-10-22(19)30-15-13-29(14-16-30)11-6-12-31-24(32)23-21(28-25(31)33)17-20(27-23)18-7-2-1-3-8-18/h1-5,7-10,17,27H,6,11-16H2,(H,28,33)

Standard InChI Key:  BBFNPCMDEDNDOL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA192603

   3-{3-[4-(2-Chloro-phenyl)-piperazin-1-yl]-propyl}-6-phenyl-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: 463.97

Molecular Weight (Monoisotopic): 463.1775

AlogP: 3.55

#Rotatable Bonds: 6

Polar Surface Area: 77.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.65

CX Basic pKa: 7.07

CX LogP: 4.61

CX LogD: 4.44

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.46

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