Compound information

Natural Products
ZC3271764
Molecular Formula
C21H20F6N2O3
Molecular Weight
462.13781182 g/mol
Structure
IUPAC Name
[2,2,2-trifluoro-1-(trifluoromethyl)ethyl] 4-[(3-phenoxyphenyl)methyl]piperazine-1-carboxylate
InChI
InChI=1S/C21H20F6N2O3/c22-20(23,24)18(21(25,26)27)32-19(30)29-11-9-28(10-12-29)14-15-5-4-8-17(13-15)31-16-6-2-1-3-7-16/h1-8,13,18H,9-12,14H2
InChI Key
AVSCNEOUWSVZEY-UHFFFAOYSA-N
SMILES
O=C(OC(C(F)(F)F)C(F)(F)F)N1CCN(Cc2cccc(Oc3ccccc3)c2)CC1
Source
ZINC000095705051

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 32 Ring Count 3
Heteroatom Count 11 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 42.01 Å2 LogP 4.838
LogS -5.265 LogD 4.086


Absorption

Property Value Property Value
Pgp inhibitor 0.056 Pgp substrate 0.004
HIA 0.964 F20 % 0.98
F30 % 0.968 Caco-2 -4.812
MDCK -4.708


Distribution

Property Value Property Value
BBB Penetration 0.902 PPB 98.48
VD 2.7 Fu 2.384


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.053 CYP1A2 substrate 0.633
CYP2A6 substrate 0.807 CYP2B6 substrate 0.687
CYP2C19 inhibitor 0.884 CYP2C19 substrate 0.853
CYP2C8 substrate 0.688 CYP2C9 inhibitor 0.835
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.92
CYP2D6 substrate 0.941 CYP2E1 substrate 0.833
CYP3A4 inhibitor 0.063 CYP3A4 substrate 0.989


Excretion

Property Value Property Value
T1/2 0.207 CL 6.285


Toxicity

Property Value Property Value
hERG Blockers 0.923 Hepatotoxicity 0.619
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.524
FDAMDD 0.992 Skin Sensitization 0.706
Carcinogenicity 0.039 Eye Corrosion 0.0
Eye Irritation 0.0 Respiratory Toxicity 0.857


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.735 IGC50 4.555
LC50FM 4.897 LC50DM 6.871


Tox21 Pathway

Property Value Property Value
NR-AR 0.39 NR-AR-LBD 0.265
NR-AhR 0.065 NR-Aromatase 0.168
NR-ER 0.261 NR-ER-LBD 0.478
NR-PPAR-gamma 0.144 SR-ARE 0.809
SR-ATAD5 0.283 SR-HSE 0.253
SR-MMP 0.032 SR-p53 0.118


Similar covalent inhibitors

CI004682

Similarity Score: 0.62

CI004680

Similarity Score: 0.55

CI004695

Similarity Score: 0.55

CI000620

Similarity Score: 0.54

CI004677

Similarity Score: 0.52

CI004681

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.