1-(2-((2-(piperazin-1-yl)ethyl)amino)benzyl)-5-(trifluoromethyl)pyridin-2(1H)-one

ID: ALA4791305

PubChem CID: 49822133

Max Phase: Preclinical

Molecular Formula: C19H23F3N4O

Molecular Weight: 380.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1ccc(C(F)(F)F)cn1Cc1ccccc1NCCN1CCNCC1

Standard InChI:  InChI=1S/C19H23F3N4O/c20-19(21,22)16-5-6-18(27)26(14-16)13-15-3-1-2-4-17(15)24-9-12-25-10-7-23-8-11-25/h1-6,14,23-24H,7-13H2

Standard InChI Key:  PVZOBZBTBBRLCV-UHFFFAOYSA-N

Molfile:  

 
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    7.8084  -26.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5181  -25.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5153  -25.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8067  -24.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3937  -24.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3935  -23.7936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6857  -23.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1012  -23.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6855  -22.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1010  -22.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3931  -22.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8090  -23.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777  -22.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9775  -21.3424    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701  -22.5683    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676  -21.7505    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3924  -26.2468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6850  -25.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770  -26.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2696  -25.8365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5615  -26.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2702  -25.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541  -25.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628  -24.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548  -25.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  6  1  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4791305

   1-[[2-(2-Piperazin-1-ylethylamino)phenyl]methyl]-5-(trifluoromethyl)pyridin-2-one

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: 380.41

Molecular Weight (Monoisotopic): 380.1824

AlogP: 2.23

#Rotatable Bonds: 6

Polar Surface Area: 49.30

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.23

CX LogP: 1.53

CX LogD: -0.29

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.81

Np Likeness Score: -1.79

References

1. Chen J,Peng Z,Lu M,Xiong X,Chen Z,Li Q,Cheng Z,Jiang D,Tao L,Hu G.  (2018)  Discovery of 1-(4-((3-(4-methylpiperazin-1-yl)propyl)amino)benzyl)-5-(trifluoromethyl)pyridin-2(1H)-one, an orally active multi-target agent for the treatment of diabetic nephropathy.,  28  (2): [PMID:29248299] [10.1016/j.bmcl.2017.07.001]

Source

Source(1):

• Scientific Literature