(R)-4-propyl-6,6a,7,8,9,10-hexahydro-5H-pyrazino[1,2-a][1,8]naphthyridine

ID: ALA4765074

PubChem CID: 134265828

Max Phase: Preclinical

Molecular Formula: C14H21N3

Molecular Weight: 231.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1ccnc2c1CC[C@@H]1CNCCN21

Standard InChI:  InChI=1S/C14H21N3/c1-2-3-11-6-7-16-14-13(11)5-4-12-10-15-8-9-17(12)14/h6-7,12,15H,2-5,8-10H2,1H3/t12-/m1/s1

Standard InChI Key:  XAZGRAYUJBLSIW-GFCCVEGCSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   11.0183  -11.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0171  -12.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7252  -13.0406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7234  -11.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4320  -11.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4354  -12.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8580  -11.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1410  -11.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8613  -12.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1455  -13.0392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1437  -13.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8562  -14.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5721  -13.8649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5755  -13.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5650  -12.2125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7210  -10.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4274  -10.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4250   -9.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6 10  1  0
  9  7  1  0
  7  8  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  9 15  1  1
  4 16  1  0
 16 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765074

   ---

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: 231.34

Molecular Weight (Monoisotopic): 231.1735

AlogP: 1.76

#Rotatable Bonds: 2

Polar Surface Area: 28.16

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.94

CX LogP: 2.87

CX LogD: 1.32

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.84

Np Likeness Score: -0.12

References

1. Schrader TO,Zhu X,Kasem M,Ren A,Liu C,Wu C,Dang H,Le M,Gatlin J,Chase K,Frazer J,Whelan KT,Grottick AJ,Hutton C,Barden J,Chen C,Ortiz A,Feichtinger K,Semple G.  (2021)  Novel (R)-6,6a,7,8,9,10-hexahydro-5H-pyrazino[1,2-a][1,n]naphthyridines as potent and selective agonists of the 5-HT receptor.,  38  [PMID:33636307] [10.1016/j.bmcl.2021.127872]

Source

Source(1):

• Scientific Literature