5-[(4R,9aS)-4-methyl-8-(1,2,3,4-tetrahydroisoquinolin-5-yl)-3,4,6,7,9,9a-hexahydro-1H-pyrazino[1,2-a]pyrazin-2-yl]quinoline-8-carbonitrile

ID: ALA4760220

PubChem CID: 155192028

Max Phase: Preclinical

Molecular Formula: C27H30N6

Molecular Weight: 438.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(c2ccc(C#N)c3ncccc23)C[C@@H]2CN(c3cccc4c3CCNC4)CCN21

Standard InChI:  InChI=1S/C27H30N6/c1-19-16-32(26-8-7-20(14-28)27-24(26)5-3-10-30-27)18-22-17-31(12-13-33(19)22)25-6-2-4-21-15-29-11-9-23(21)25/h2-8,10,19,22,29H,9,11-13,15-18H2,1H3/t19-,22+/m1/s1

Standard InChI Key:  TWCOLPRDAQZXDZ-KNQAVFIVSA-N

Molfile:  

 
     RDKit          2D

 34 39  0  0  0  0  0  0  0  0999 V2000
    2.1640   -6.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1629   -7.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787   -8.1460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8769   -6.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5933   -6.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5941   -7.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -8.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -7.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0175   -6.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3007   -6.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080   -8.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3105   -9.7889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2963   -5.6614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140   -5.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848   -4.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5855   -5.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -4.0133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0136   -4.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7278   -4.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7304   -3.1882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125   -2.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920   -3.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4465   -2.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8791   -1.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1594   -1.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4465   -1.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8773   -2.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1604   -3.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1570   -4.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8690   -4.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5859   -4.0208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5910   -3.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8685   -4.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7248   -4.8370    0.0000 H   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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  7 11  1  0
 11 12  3  0
 10 13  1  0
 13 14  1  0
 13 16  1  0
 14 18  1  0
 17 15  1  0
 15 16  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 23 28  2  0
 27 24  2  0
 24 25  1  0
 25 26  2  0
 26 23  1  0
 20 23  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 15 33  1  1
 18 34  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4760220

   ---

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: 438.58

Molecular Weight (Monoisotopic): 438.2532

AlogP: 3.15

#Rotatable Bonds: 2

Polar Surface Area: 58.43

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.12

CX LogP: 3.75

CX LogD: 1.71

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.66

Np Likeness Score: -0.89

References

1. Sabnis RW.  (2021)  Novel Hexahydro-1H-Pyrazino[1,2-a]pyrazine Compounds for Treating Autoimmune Diseases.,  12  (1): [PMID:33488956] [10.1021/acsmedchemlett.0c00623]

Source

Source(1):

• Scientific Literature