3-((S)-1-(((S)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methyl)piperidin-3-yl)imidazolidine-2,4-dione

ID: ALA5194493

PubChem CID: 138621544

Max Phase: Preclinical

Molecular Formula: C17H21N3O4

Molecular Weight: 331.37

Names and Identifiers

Canonical SMILES:  O=C1CNC(=O)N1[C@H]1CCCN(C[C@H]2COc3ccccc3O2)C1

Standard InChI:  InChI=1S/C17H21N3O4/c21-16-8-18-17(22)20(16)12-4-3-7-19(9-12)10-13-11-23-14-5-1-2-6-15(14)24-13/h1-2,5-6,12-13H,3-4,7-11H2,(H,18,22)/t12-,13-/m0/s1

Standard InChI Key:  FJUDDUPAGIBKHN-STQMWFEESA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -2.5120    0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7976    0.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    0.2222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3687    0.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3687    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3457    1.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0600    1.4596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745    1.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4890    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4890    0.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745    0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7745   -0.6026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3225   -0.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3620   -1.8722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870   -1.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4419   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2265   -0.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0600    0.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832    1.8722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7976    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120    1.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265    0.6347    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  6  1  1
  6  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 11 12  1  6
 13 12  1  0
 13 14  2  0
 15 13  1  0
 16 15  1  0
 17 16  1  0
 17 12  1  0
 17 18  2  0
 19 11  1  0
  7 19  1  0
  5 20  1  0
 21 20  1  0
  2 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24  1  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5194493

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 331.37

Molecular Weight (Monoisotopic): 331.1532

AlogP: 0.84

#Rotatable Bonds: 3

Polar Surface Area: 71.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.90

CX Basic pKa: 7.55

CX LogP: 0.63

CX LogD: 0.25

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -0.56

References

1. Wang S, Haikarainen A, Pohjakallio A, Sipilä J, Kaskinoro J, Juhila S, Jalava N, Koskinen M, Vesajoki M, Kumpulainen E, Pystynen J, Koskelainen T, Holm P, Din Belle D..  (2022)  2,3-Dihydrobenzo-dioxine piperidine derivatives as potent and selective α2c antagonists.,  69  [PMID:35569686] [10.1016/j.bmcl.2022.128783]

Source

Source(1):

• Scientific Literature