5-(Dimethylamino)-2-{6-[(5-(4-(4-methylpiperidin-1-yl)butyl)naphthalen-2-yl)oxy]hexyl}isoindole-1,3-dione

ID: ALA3763396

Chembl Id: CHEMBL3763396

PubChem CID: 127039559

Max Phase: Preclinical

Molecular Formula: C36H47N3O3

Molecular Weight: 569.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCN(CCCCc2cccc3cc(OCCCCCCN4C(=O)c5ccc(N(C)C)cc5C4=O)ccc23)CC1

Standard InChI:  InChI=1S/C36H47N3O3/c1-27-18-22-38(23-19-27)20-8-6-11-28-12-10-13-29-25-31(15-17-32(28)29)42-24-9-5-4-7-21-39-35(40)33-16-14-30(37(2)3)26-34(33)36(39)41/h10,12-17,25-27H,4-9,11,18-24H2,1-3H3

Standard InChI Key:  RTSYUWSEYYHQLC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3763396

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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: 569.79

Molecular Weight (Monoisotopic): 569.3617

AlogP: 7.20

#Rotatable Bonds: 14

Polar Surface Area: 53.09

Molecular Species: BASE

HBA: 5

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 10.15

CX LogP: 7.38

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: -0.85

References

1. Abate C, Riganti C, Pati ML, Ghigo D, Berardi F, Mavlyutov T, Guo LW, Ruoho A..  (2016)  Development of sigma-1 (σ1) receptor fluorescent ligands as versatile tools to study σ1 receptors.,  108  [PMID:26717207] [10.1016/j.ejmech.2015.12.014]

2. Abatematteo FS, Majellaro M, Montsch B, Prieto-Díaz R, Niso M, Contino M, Stefanachi A, Riganti C, Mangiatordi GF, Delre P, Heffeter P, Sotelo E, Abate C..  (2023)  Development of Fluorescent 4-[4-(3H-Spiro[isobenzofuran-1,4'-piperidin]-1'-yl)butyl]indolyl Derivatives as High-Affinity Probes to Enable the Study of σ Receptors via Fluorescence-Based Techniques.,  66  (6): [PMID:36919956] [10.1021/acs.jmedchem.2c01227]

Source

Source(1):

• Scientific Literature