ID: ALA425285

Max Phase: Preclinical

Molecular Formula: C27H34Cl2N6O

Molecular Weight: 529.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCc1c(C(=O)NCCCCN2CCN(c3cccc(Cl)c3Cl)CC2)nnn1Cc1ccccc1

Standard InChI:  InChI=1S/C27H34Cl2N6O/c1-2-9-24-26(31-32-35(24)20-21-10-4-3-5-11-21)27(36)30-14-6-7-15-33-16-18-34(19-17-33)23-13-8-12-22(28)25(23)29/h3-5,8,10-13H,2,6-7,9,14-20H2,1H3,(H,30,36)

Standard InChI Key:  HEKOGNYDDZRAAJ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 529.52

Molecular Weight (Monoisotopic): 528.2171

AlogP: 4.92

#Rotatable Bonds: 11

Polar Surface Area: 66.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.02

CX Basic pKa: 7.33

CX LogP: 5.91

CX LogD: 5.65

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -1.82

References

1. Salama I, Hocke C, Utz W, Prante O, Boeckler F, Hübner H, Kuwert T, Gmeiner P..  (2007)  Structure-selectivity investigations of D2-like receptor ligands by CoMFA and CoMSIA guiding the discovery of D3 selective PET radioligands.,  50  (3): [PMID:17266201] [10.1021/jm0611152]

2. Möller D, Salama I, Kling RC, Hübner H, Gmeiner P..  (2015)  1,4-Disubstituted aromatic piperazines with high 5-HT2A/D2 selectivity: Quantitative structure-selectivity investigations, docking, synthesis and biological evaluation.,  23  (18): [PMID:26299826] [10.1016/j.bmc.2015.07.050]

Source

Source(1):

• Scientific Literature