Ethyl(2Z)-4,4-difluoro-2-[2-(4-methylphenyl)hydrazinylidene]-3-oxobutanoate

Names and Identifiers

Canonical SMILES: CCOC(=O)/C(=N\Nc1ccc(C)cc1)C(=O)C(F)F

Standard InChI: InChI=1S/C13H14F2N2O3/c1-3-20-13(19)10(11(18)12(14)15)17-16-9-6-4-8(2)5-7-9/h4-7,12,16H,3H2,1-2H3/b17-10-

Standard InChI Key: UKFMOENKRGSXCW-YVLHZVERSA-N

Molfile:

 
     RDKit          2D

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   18.7211  -16.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7275  -15.0183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3103  -17.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7166  -17.8459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5383  -16.4331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9446  -17.1421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7618  -17.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4995  -15.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0931  -15.0131    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0886  -16.4285    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.4931  -17.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0822  -17.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4885  -18.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1646  -17.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9810  -17.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3927  -17.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9820  -16.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1669  -16.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2099  -17.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0
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  4 12  1  0
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  8 15  2  0
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 16 17  2  0
 17 18  1  0
 18 19  2  0
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 17 20  1  0
M  END

Alternative Forms

Parent:

ALA4849511
---

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Carboxylesterase (379 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 284.26	Molecular Weight (Monoisotopic): 284.0972	AlogP: 2.16	#Rotatable Bonds: 6
Polar Surface Area: 67.76	Molecular Species: ACID	HBA: 5	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 2.16	CX Basic pKa: ┄	CX LogP: 4.13	CX LogD: 2.39
Aromatic Rings: 1	Heavy Atoms: 20	QED Weighted: 0.38	Np Likeness Score: -1.07

References

1. Makhaeva GF, Lushchekina SV, Boltneva NP, Serebryakova OG, Kovaleva NV, Rudakova EV, Elkina NA, Shchegolkov EV, Burgart YV, Stupina TS, Terentiev AA, Radchenko EV, Palyulin VA, Saloutin VI, Bachurin SO, Richardson RJ.. (2021) Novel potent bifunctional carboxylesterase inhibitors based on a polyfluoroalkyl-2-imino-1,3-dione scaffold., 218 [PMID:33831780] [10.1016/j.ejmech.2021.113385]

Source

Source(1):

Scientific Literature