ID: ALA221866

Max Phase: Preclinical

Molecular Formula: C27H34Cl2N6O2

Molecular Weight: 545.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(Cn2nnc(C(=O)NCCCCCN3CCN(c4cccc(Cl)c4Cl)CC3)c2C)cc1

Standard InChI:  InChI=1S/C27H34Cl2N6O2/c1-20-26(31-32-35(20)19-21-9-11-22(37-2)12-10-21)27(36)30-13-4-3-5-14-33-15-17-34(18-16-33)24-8-6-7-23(28)25(24)29/h6-12H,3-5,13-19H2,1-2H3,(H,30,36)

Standard InChI Key:  MWLMSEXRHBMQDW-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: 545.52

Molecular Weight (Monoisotopic): 544.2120

AlogP: 4.67

#Rotatable Bonds: 11

Polar Surface Area: 75.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.50

CX Basic pKa: 7.61

CX LogP: 5.23

CX LogD: 4.82

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.35

Np Likeness Score: -1.87

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