(4-(3-Chlorophenyl)piperazin-1-yl)(morpholino)methanone

ID: ALA3103360

Cas Number: 346713-93-7

PubChem CID: 946901

Max Phase: Preclinical

Molecular Formula: C15H20ClN3O2

Molecular Weight: 309.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N1CCOCC1)N1CCN(c2cccc(Cl)c2)CC1

Standard InChI:  InChI=1S/C15H20ClN3O2/c16-13-2-1-3-14(12-13)17-4-6-18(7-5-17)15(20)19-8-10-21-11-9-19/h1-3,12H,4-11H2

Standard InChI Key:  SIAVARWAJKXANO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.3538   -8.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3527   -9.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0607   -9.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7704   -9.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7675   -8.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0589   -7.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4737   -7.9758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1803   -8.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8843   -7.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8855   -7.1586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1764   -6.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4661   -7.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5932   -6.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3009   -7.1586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5932   -5.9328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2975   -7.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0012   -8.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7113   -7.9780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7133   -7.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0051   -6.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6460   -7.9822    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 14 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3103360

   (4-(3-Chlorophenyl)piperazin-1-yl)(morpholino)methanone

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: 309.80

Molecular Weight (Monoisotopic): 309.1244

AlogP: 1.91

#Rotatable Bonds: 1

Polar Surface Area: 36.02

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.55

CX LogP: 1.65

CX LogD: 1.65

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -1.84

References

1. Flanagan JU, Atwell GJ, Heinrich DM, Brooke DG, Silva S, Rigoreau LJ, Trivier E, Turnbull AP, Raynham T, Jamieson SM, Denny WA..  (2014)  Morpholylureas are a new class of potent and selective inhibitors of the type 5 17-β-hydroxysteroid dehydrogenase (AKR1C3).,  22  (3): [PMID:24411201] [10.1016/j.bmc.2013.12.050]

2. Endo, Satoshi S and 16 more authors.  2017-10-26  Synthesis of Potent and Selective Inhibitors of Aldo-Keto Reductase 1B10 and Their Efficacy against Proliferation, Metastasis, and Cisplatin Resistance of Lung Cancer Cells.  [PMID:28976752]

Source

Source(1):

• Scientific Literature