2-Butyl-7-(2-methoxyphenyl)-2,7-diazaspiro[4.4]nonane

ID: ALA4483472

PubChem CID: 151880864

Max Phase: Preclinical

Molecular Formula: C18H28N2O

Molecular Weight: 288.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN1CCC2(CCN(c3ccccc3OC)C2)C1

Standard InChI:  InChI=1S/C18H28N2O/c1-3-4-11-19-12-9-18(14-19)10-13-20(15-18)16-7-5-6-8-17(16)21-2/h5-8H,3-4,9-15H2,1-2H3

Standard InChI Key:  SORKSMKEQFEIIG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.3489  -12.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1343  -13.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8177  -13.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4547  -13.3168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1649  -12.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5329  -12.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6044  -11.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415  -11.3334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2827  -11.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2425  -13.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4498  -14.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2375  -14.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8186  -13.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6066  -13.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8193  -12.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9402  -10.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6473  -10.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6461   -9.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3532   -8.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6087  -12.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1873  -11.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9  6  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  4 10  1  0
  8 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483472

   ---

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: 288.44

Molecular Weight (Monoisotopic): 288.2202

AlogP: 3.40

#Rotatable Bonds: 5

Polar Surface Area: 15.71

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.92

CX LogP: 3.35

CX LogD: 0.87

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -0.96

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