1-(1-(3-chlorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazin-2(1H)-yl)-2-(ethylamino)ethanone

ID: ALA3588906

PubChem CID: 46743614

Max Phase: Preclinical

Molecular Formula: C17H20ClN3O

Molecular Weight: 317.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNCC(=O)N1CCn2cccc2C1c1cccc(Cl)c1

Standard InChI:  InChI=1S/C17H20ClN3O/c1-2-19-12-16(22)21-10-9-20-8-4-7-15(20)17(21)13-5-3-6-14(18)11-13/h3-8,11,17,19H,2,9-10,12H2,1H3

Standard InChI Key:  DGECYLLQPJGNOA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9982   -3.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977   -3.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918   -5.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102   -6.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3063   -5.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -3.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3478   -5.8547    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217   -1.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9153   -0.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319   -2.6865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2216   -1.4644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5151   -0.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5596   -1.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  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
  3 10  1  0
 14 16  1  0
  2 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3588906

   1-[1-(3-chlorophenyl)-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]-2-(ethylamino)ethanone

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: 317.82

Molecular Weight (Monoisotopic): 317.1295

AlogP: 2.68

#Rotatable Bonds: 4

Polar Surface Area: 37.27

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.90

CX LogP: 2.45

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.94

Np Likeness Score: -1.60

References

1. Szőllősi E, Bobok A, Kiss L, Vass M, Kurkó D, Kolok S, Visegrády A, Keserű GM..  (2015)  Cell-based and virtual fragment screening for adrenergic α2C receptor agonists.,  23  (14): [PMID:25648685] [10.1016/j.bmc.2015.01.013]

Source

Source(1):

• Scientific Literature