(4-(3-(cyclopropylamino)quinoxalin-2-yl)piperazin-1-yl)(2,5-dichlorophenyl)methanone 2,2,2-trifluoroacetic acid

ID: ALA3716604

PubChem CID: 127024203

Max Phase: Preclinical

Molecular Formula: C24H22Cl2F3N5O3

Molecular Weight: 442.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C(F)(F)F.O=C(c1cc(Cl)ccc1Cl)N1CCN(c2nc3ccccc3nc2NC2CC2)CC1

Standard InChI:  InChI=1S/C22H21Cl2N5O.C2HF3O2/c23-14-5-8-17(24)16(13-14)22(30)29-11-9-28(10-12-29)21-20(25-15-6-7-15)26-18-3-1-2-4-19(18)27-21;3-2(4,5)1(6)7/h1-5,8,13,15H,6-7,9-12H2,(H,25,26);(H,6,7)

Standard InChI Key:  XRLOFGSCTSJGBF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.3928    0.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3928    2.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3534    0.2930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7323    0.7424    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7320   -0.4575    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6928   -1.0573    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5078    3.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5067    1.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2071    0.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.3975    0.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6996    1.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7059    2.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4100    3.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8125    4.9478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6522   -4.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1522   -4.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4150    4.9391    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -10.3925   -0.4608    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 10 19  1  0
  9 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23  8  1  0
  8 26  1  0
 19 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 26  1  0
  8 33  2  0
 34 27  1  0
 35 34  1  0
 27 35  1  0
 32 36  1  0
 29 37  1  0
M  END

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: 442.35

Molecular Weight (Monoisotopic): 441.1123

AlogP: 4.47

#Rotatable Bonds: 4

Polar Surface Area: 61.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.16

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -1.79

References

1.  (2014)  Quinoxaline derivatives as gpr6 modulators, 

2.  (2015)  Quinoxaline derivatives as gpr6 modulators, 

Source

Source(1):

• Patent Bioactivity Data