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

ID: ALA4777852

PubChem CID: 134265727

Max Phase: Preclinical

Molecular Formula: C15H23N3

Molecular Weight: 245.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Cc1ccnc2c1CC[C@@H]1CNCCN21

Standard InChI:  InChI=1S/C15H23N3/c1-11(2)9-12-5-6-17-15-14(12)4-3-13-10-16-7-8-18(13)15/h5-6,11,13,16H,3-4,7-10H2,1-2H3/t13-/m1/s1

Standard InChI Key:  FFLMKLHRNAKIDD-CYBMUJFWSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   40.7302  -12.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7291  -12.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4371  -13.3130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4353  -11.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1439  -12.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1473  -12.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5699  -12.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8529  -11.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5733  -12.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8574  -13.3116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8557  -14.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5682  -14.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2840  -14.1373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.2874  -13.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2769  -12.4849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   41.4329  -10.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1394  -10.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1369   -9.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8483  -10.8542    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
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777852

   ---

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: 245.37

Molecular Weight (Monoisotopic): 245.1892

AlogP: 2.00

#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: 3.16

CX LogD: 1.61

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: -0.18

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