Compound information

Natural Products
ZC3354735
Molecular Formula
C20H22F9N3O2
Molecular Weight
507.156830924 g/mol
Structure
IUPAC Name
[2,2,2-trifluoro-1-(trifluoromethyl)ethyl] 4-[[2-pyrrolidin-1-yl-4-(trifluoromethyl)phenyl]methyl]piperazine-1-carboxylate
InChI
InChI=1S/C20H22F9N3O2/c21-18(22,23)14-4-3-13(15(11-14)31-5-1-2-6-31)12-30-7-9-32(10-8-30)17(33)34-16(19(24,25)26)20(27,28)29/h3-4,11,16H,1-2,5-10,12H2
InChI Key
SQZJGTOZFRNWCX-UHFFFAOYSA-N
SMILES
O=C(OC(C(F)(F)F)C(F)(F)F)N1CCN(Cc2ccc(C(F)(F)F)cc2N2CCCC2)CC1
Source
ZINC000205140447

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 3
Heteroatom Count 14 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 36.02 Å2 LogP 5.172
LogS -5.334 LogD 4.325


Absorption

Property Value Property Value
Pgp inhibitor 0.908 Pgp substrate 0.907
HIA 0.963 F20 % 0.948
F30 % 0.97 Caco-2 -4.786
MDCK -4.902


Distribution

Property Value Property Value
BBB Penetration 0.989 PPB 95.71
VD 4.587 Fu 2.318


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.016 CYP1A2 substrate 0.433
CYP2A6 substrate 0.647 CYP2B6 substrate 0.429
CYP2C19 inhibitor 0.382 CYP2C19 substrate 0.534
CYP2C8 substrate 0.343 CYP2C9 inhibitor 0.407
CYP2C9 substrate 0.444 CYP2D6 inhibitor 0.833
CYP2D6 substrate 0.535 CYP2E1 substrate 0.506
CYP3A4 inhibitor 0.152 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.022 CL 4.998


Toxicity

Property Value Property Value
hERG Blockers 0.991 Hepatotoxicity 0.987
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.538
FDAMDD 0.994 Skin Sensitization 0.741
Carcinogenicity 0.01 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.815


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.928 IGC50 3.593
LC50FM 1.146 LC50DM 3.611


Tox21 Pathway

Property Value Property Value
NR-AR 0.36 NR-AR-LBD 0.316
NR-AhR 0.202 NR-Aromatase 0.174
NR-ER 0.223 NR-ER-LBD 0.437
NR-PPAR-gamma 0.175 SR-ARE 0.775
SR-ATAD5 0.279 SR-HSE 0.247
SR-MMP 0.081 SR-p53 0.535


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CI004698

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CI004682

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Similar covalent drugs

No similar covalent drugs found for this compound.