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

ID: ALA193999

Chembl Id: CHEMBL193999

PubChem CID: 11166828

Max Phase: Preclinical

Molecular Formula: C24H24ClN5O2

Molecular Weight: 449.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2cc(-c3ccccc3)[nH]c2c(=O)n1CCN1CCN(c2ccccc2Cl)CC1

Standard InChI:  InChI=1S/C24H24ClN5O2/c25-18-8-4-5-9-21(18)29-13-10-28(11-14-29)12-15-30-23(31)22-20(27-24(30)32)16-19(26-22)17-6-2-1-3-7-17/h1-9,16,26H,10-15H2,(H,27,32)

Standard InChI Key:  OTEUYQOEFVBSLN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA193999

   3-{2-[4-(2-Chloro-phenyl)-piperazin-1-yl]-ethyl}-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: 449.94

Molecular Weight (Monoisotopic): 449.1619

AlogP: 3.16

#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: 10.65

CX Basic pKa: 6.38

CX LogP: 4.55

CX LogD: 4.51

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -1.37

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