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

ID: ALA192119

Chembl Id: CHEMBL192119

PubChem CID: 11259690

Max Phase: Preclinical

Molecular Formula: C26H29N5O3

Molecular Weight: 459.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CCCn2c(=O)[nH]c3cc(-c4ccccc4)[nH]c3c2=O)CC1

Standard InChI:  InChI=1S/C26H29N5O3/c1-34-23-11-6-5-10-22(23)30-16-14-29(15-17-30)12-7-13-31-25(32)24-21(28-26(31)33)18-20(27-24)19-8-3-2-4-9-19/h2-6,8-11,18,27H,7,12-17H2,1H3,(H,28,33)

Standard InChI Key:  BSWNYFHBEXMWCO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA192119

   3-{3-[4-(2-Methoxy-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: 459.55

Molecular Weight (Monoisotopic): 459.2270

AlogP: 2.91

#Rotatable Bonds: 7

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: 10.65

CX Basic pKa: 7.47

CX LogP: 3.85

CX LogD: 3.51

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -1.17

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