3-(2-Methoxyphenyl)-9-(2-((4-methyl-5-phenyl-4H-1,2,4-triazol-3-yl)thio)ethyl)-3,9-diazaspiro[5.5]undecane

ID: ALA4514100

PubChem CID: 142573449

Max Phase: Preclinical

Molecular Formula: C27H35N5OS

Molecular Weight: 477.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCC2(CCN(CCSc3nnc(-c4ccccc4)n3C)CC2)CC1

Standard InChI:  InChI=1S/C27H35N5OS/c1-30-25(22-8-4-3-5-9-22)28-29-26(30)34-21-20-31-16-12-27(13-17-31)14-18-32(19-15-27)23-10-6-7-11-24(23)33-2/h3-11H,12-21H2,1-2H3

Standard InChI Key:  NCWGEGAYIHJRDE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   22.9061  -19.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6119  -19.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3147  -19.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3179  -18.3353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6122  -17.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9032  -18.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4987  -19.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4987  -19.9634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2040  -20.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9093  -19.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2040  -18.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0230  -17.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7299  -18.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4382  -17.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4407  -17.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7291  -16.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0237  -17.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3160  -16.7047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3158  -15.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7916  -20.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0833  -19.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0821  -19.1483    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3661  -18.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2590  -17.9528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4548  -17.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0682  -18.5276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6335  -19.1177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0996  -17.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5611  -16.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2065  -15.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3907  -15.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9308  -16.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2879  -17.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8504  -17.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9 10  1  0
 10  1  1  0
  1 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  4 12  1  0
 17 18  1  0
 18 19  1  0
  8 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  2  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 25 28  1  0
 24 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514100

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 477.68

Molecular Weight (Monoisotopic): 477.2562

AlogP: 4.97

#Rotatable Bonds: 7

Polar Surface Area: 46.42

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.91

CX LogP: 4.63

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -1.61

References

1. 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