(S)-7-Dipropylamino-5,6,7,8-tetrahydro-indolizine-3-carbaldehyde

ID: ALA316983

PubChem CID: 10014924

Max Phase: Preclinical

Molecular Formula: C15H24N2O

Molecular Weight: 248.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCC)[C@H]1CCn2c(C=O)ccc2C1

Standard InChI:  InChI=1S/C15H24N2O/c1-3-8-16(9-4-2)13-7-10-17-14(11-13)5-6-15(17)12-18/h5-6,12-13H,3-4,7-11H2,1-2H3/t13-/m0/s1

Standard InChI Key:  RIOOLQVLOZQLQJ-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  1  0  0  0  0  0999 V2000
    9.8792   -2.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5917   -2.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0542   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5917   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2167   -2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8792   -3.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1667   -2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8792   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1667   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8792   -0.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5042   -3.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7667   -4.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5917    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1667    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1667    1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5917    1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4542    1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3125    1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  2  2  0
  6  3  2  0
  7  1  1  0
  8  9  1  0
  9  7  1  0
  8 10  1  6
 11  3  1  0
 12 11  2  0
 13 10  1  0
 14 10  1  0
 15 14  1  0
 16 13  1  0
 17 15  1  0
 18 16  1  0
  5  6  1  0
  4  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA316983

   (S)-7-Dipropylamino-5,6,7,8-tetrahydro-indolizine-3-carbaldehyde

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: 248.37

Molecular Weight (Monoisotopic): 248.1889

AlogP: 2.74

#Rotatable Bonds: 6

Polar Surface Area: 25.24

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.75

CX LogP: 2.54

CX LogD: 0.22

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.72

Np Likeness Score: -0.71

References

1. Lehmann T, Hübner H, Gmeiner P..  (2001)  Dopaminergic 7-aminotetrahydroindolizines: ex-chiral pool synthesis and preferential D3 receptor binding.,  11  (21): [PMID:11597417] [10.1016/s0960-894x(01)00564-9]

2. Boeckler F, Ohnmacht U, Lehmann T, Utz W, Hübner H, Gmeiner P..  (2005)  CoMFA and CoMSIA investigations revealing novel insights into the binding modes of dopamine D3 receptor agonists.,  48  (7): [PMID:15801839] [10.1021/jm049269+]

3. Elsner J, Boeckler F, Heinemann FW, Hübner H, Gmeiner P..  (2005)  Pharmacophore-guided drug discovery investigations leading to bioactive 5-aminotetrahydropyrazolopyridines. Implications for the binding mode of heterocyclic dopamine D3 receptor agonists.,  48  (18): [PMID:16134944] [10.1021/jm0503805]

Source

Source(1):

• Scientific Literature