3-(2-methoxyphenyl)-9-(3-(4-methyl-5-phenyl-4H-1,2,4-triazol-3-ylthio)propyl)-3,9-diazaspiro[5.5]undecane

ID: ALA4084262

Chembl Id: CHEMBL4084262

PubChem CID: 137645406

Max Phase: Preclinical

Molecular Formula: C28H37N5OS

Molecular Weight: 491.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCC2(CCN(CCCSc3nnc(-c4ccccc4)n3C)CC2)CC1

Standard InChI:  InChI=1S/C28H37N5OS/c1-31-26(23-9-4-3-5-10-23)29-30-27(31)35-22-8-17-32-18-13-28(14-19-32)15-20-33(21-16-28)24-11-6-7-12-25(24)34-2/h3-7,9-12H,8,13-22H2,1-2H3

Standard InChI Key:  KVHHUZUNLIGTBY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4084262

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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: 491.71

Molecular Weight (Monoisotopic): 491.2719

AlogP: 5.36

#Rotatable Bonds: 8

Polar Surface Area: 46.42

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.35

CX LogP: 4.84

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -1.59

References

1. Reilly SW, Griffin S, Taylor M, Sahlholm K, Weng CC, Xu K, Jacome DA, Luedtke RR, Mach RH..  (2017)  Highly Selective Dopamine D3 Receptor Antagonists with Arylated Diazaspiro Alkane Cores.,  60  (23): [PMID:29125762] [10.1021/acs.jmedchem.7b01248]

2. Reilly SW, Riad AA, Hsieh CJ, Sahlholm K, Jacome DA, Griffin S, Taylor M, Weng CC, Xu K, Kirschner N, Luedtke RR, Parry C, Malhotra S, Karanicolas J, Mach RH..  (2019)  Leveraging a Low-Affinity Diazaspiro Orthosteric Fragment to Reduce Dopamine D₃ Receptor (D₃R) Ligand Promiscuity across Highly Conserved Aminergic G-Protein-Coupled Receptors (GPCRs).,  62  (10): [PMID:31021617] [10.1021/acs.jmedchem.9b00412]

Source

Source(1):

• Scientific Literature