4-(4-(2-methoxyphenyl)piperazin-1-yl)-2-oxo-6-(thiophen-2-yl)-2H-pyran-3-carbonitrile

ID: ALA4865762

PubChem CID: 164624104

Max Phase: Preclinical

Molecular Formula: C21H19N3O3S

Molecular Weight: 393.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(c2cc(-c3cccs3)oc(=O)c2C#N)CC1

Standard InChI:  InChI=1S/C21H19N3O3S/c1-26-18-6-3-2-5-16(18)23-8-10-24(11-9-23)17-13-19(20-7-4-12-28-20)27-21(25)15(17)14-22/h2-7,12-13H,8-11H2,1H3

Standard InChI Key:  HTNWQHQGDWEITO-UHFFFAOYSA-N

Molfile:  

 
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   28.7249  -23.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0130  -24.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.7280  -22.2086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   28.7453  -20.5599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   28.7516  -19.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.3002  -24.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1811  -19.7510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1727  -20.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.9984  -24.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4139  -25.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2200  -25.5165    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4865762

   ---

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: 393.47

Molecular Weight (Monoisotopic): 393.1147

AlogP: 3.58

#Rotatable Bonds: 4

Polar Surface Area: 69.71

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.24

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.25

References

1. Mishra S, Parmar N, Chandrakar P, Sharma CP, Parveen S, Vats RP, Seth A, Goel A, Kar S..  (2021)  Design, synthesis, in vitro and in vivo biological evaluation of pyranone-piperazine analogs as potent antileishmanial agents.,  221  [PMID:33992928] [10.1016/j.ejmech.2021.113516]

Source

Source(1):

• Scientific Literature