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

ID: ALA190301

Chembl Id: CHEMBL190301

PubChem CID: 11420321

Max Phase: Preclinical

Molecular Formula: C24H23Cl2N5O2

Molecular Weight: 484.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2cc(-c3ccccc3Cl)[nH]c2c(=O)n1CCN1CCN(c2ccccc2Cl)CC1

Standard InChI:  InChI=1S/C24H23Cl2N5O2/c25-17-6-2-1-5-16(17)19-15-20-22(27-19)23(32)31(24(33)28-20)14-11-29-9-12-30(13-10-29)21-8-4-3-7-18(21)26/h1-8,15,27H,9-14H2,(H,28,33)

Standard InChI Key:  FMDAKEXJKXHJKI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA190301

   6-(2-Chloro-phenyl)-3-{2-[4-(2-chloro-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: 484.39

Molecular Weight (Monoisotopic): 483.1229

AlogP: 3.81

#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: 10.38

CX Basic pKa: 6.37

CX LogP: 5.15

CX LogD: 5.11

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.27

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