2-(4-Chloro-2-fluoro-5-methoxy phenyl)-tetrahydro-2H-pyrido[1,2-a]pyrazine-1,3(4H,6H)-dione

ID: ALA2270101

PubChem CID: 76326840

Max Phase: Preclinical

Molecular Formula: C15H16ClFN2O3

Molecular Weight: 326.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(N2C(=O)CN3CCCCC3C2=O)c(F)cc1Cl

Standard InChI:  InChI=1S/C15H16ClFN2O3/c1-22-13-7-12(10(17)6-9(13)16)19-14(20)8-18-5-3-2-4-11(18)15(19)21/h6-7,11H,2-5,8H2,1H3

Standard InChI Key:  NIOOHYXFZDYQMI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.7205   -8.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5455   -8.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579   -9.1048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5455   -9.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579   -7.6774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579  -10.5365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829   -9.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -8.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0204   -8.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4329   -9.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0204   -9.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -9.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829   -7.6774    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2578   -9.1048    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.4332  -10.5350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7205   -9.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3062   -9.1019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4812   -9.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642   -9.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785  -10.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3098  -10.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0210  -11.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1 17  1  0
  2  3  1  0
  3  4  1  0
  4 16  1  0
  2  5  2  0
  4  6  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
  8 13  1  0
 10 14  1  0
  3  7  1  0
 11 15  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270101

   2-(4-Chloro-2-fluoro-5-methoxyphenyl)-4,6,7,8,9,9a-hexahydropyrido[1,2-a]pyrazine-1,3-dione

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: 326.76

Molecular Weight (Monoisotopic): 326.0833

AlogP: 2.22

#Rotatable Bonds: 2

Polar Surface Area: 49.85

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.00

CX LogP: 2.08

CX LogD: 2.08

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -0.89

References

1. Li B, Xiang D, Hsu CT, Liu ZL, Wu C, Yang HZ..  (2005)  A facile synthesis of novel herbicidal 1-phenyl-piperazine-2,6-diones.,  10  (9): [PMID:18007377] [10.3390/10091119]

Source

Source(1):

• Scientific Literature