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

ID: ALA190226

Chembl Id: CHEMBL190226

PubChem CID: 11188377

Max Phase: Preclinical

Molecular Formula: C19H22ClN5O2

Molecular Weight: 387.87

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H22ClN5O2/c20-14-4-1-2-5-16(14)24-12-10-23(11-13-24)8-3-9-25-18(26)17-15(6-7-21-17)22-19(25)27/h1-2,4-7,21H,3,8-13H2,(H,22,27)

Standard InChI Key:  FSJZSJGMVGQEMC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA190226

   3-{3-[4-(2-Chloro-phenyl)-piperazin-1-yl]-propyl}-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: 387.87

Molecular Weight (Monoisotopic): 387.1462

AlogP: 1.88

#Rotatable Bonds: 5

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: 11.69

CX Basic pKa: 7.07

CX LogP: 3.04

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -1.42

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