Compound information

Natural Products
ZC3411564
Molecular Formula
C21H18Cl2F6N2O2
Molecular Weight
514.064952496 g/mol
Structure
IUPAC Name
[2,2,2-trifluoro-1-(trifluoromethyl)ethyl] 4-[bis(4-chlorophenyl)methyl]piperazine-1-carboxylate
InChI
InChI=1S/C21H18Cl2F6N2O2/c22-15-5-1-13(2-6-15)17(14-3-7-16(23)8-4-14)30-9-11-31(12-10-30)19(32)33-18(20(24,25)26)21(27,28)29/h1-8,17-18H,9-12H2
InChI Key
UPIHQFKOCOKGEO-UHFFFAOYSA-N
SMILES
O=C(OC(C(F)(F)F)C(F)(F)F)N1CCN(C(c2ccc(Cl)cc2)c2ccc(Cl)cc2)CC1
Source
ZINC000205109968

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 3
Heteroatom Count 12 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 32.78 Å2 LogP 5.906
LogS -5.77 LogD 4.358


Absorption

Property Value Property Value
Pgp inhibitor 0.73 Pgp substrate 0.008
HIA 0.972 F20 % 0.986
F30 % 0.934 Caco-2 -4.633
MDCK -4.633


Distribution

Property Value Property Value
BBB Penetration 0.373 PPB 102.097
VD 6.061 Fu 2.576


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.273 CYP1A2 substrate 0.72
CYP2A6 substrate 0.907 CYP2B6 substrate 0.723
CYP2C19 inhibitor 0.817 CYP2C19 substrate 0.944
CYP2C8 substrate 0.67 CYP2C9 inhibitor 0.988
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.93
CYP2D6 substrate 0.995 CYP2E1 substrate 0.766
CYP3A4 inhibitor 0.291 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.013 CL 5.355


Toxicity

Property Value Property Value
hERG Blockers 0.998 Hepatotoxicity 0.31
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.255
FDAMDD 0.964 Skin Sensitization 0.012
Carcinogenicity 0.128 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.384


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.613 IGC50 3.72
LC50FM 0.821 LC50DM 6.896


Tox21 Pathway

Property Value Property Value
NR-AR 0.27 NR-AR-LBD 0.275
NR-AhR 0.014 NR-Aromatase 0.331
NR-ER 0.221 NR-ER-LBD 0.476
NR-PPAR-gamma 0.222 SR-ARE 0.596
SR-ATAD5 0.287 SR-HSE 0.256
SR-MMP 0.36 SR-p53 0.297


Similar covalent inhibitors

CI004672

Similarity Score: 1.00

CI004673

Similarity Score: 0.67

CI004682

Similarity Score: 0.65

CI004675

Similarity Score: 0.63

CI004674

Similarity Score: 0.58

CI004676

Similarity Score: 0.55

CI004690

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.