Compound information

Natural Products
ZC2576542
Molecular Formula
C18H18Cl2FN3O
Molecular Weight
381.081095776 g/mol
Structure
IUPAC Name
N-(4-chloro-2-fluoro-phenyl)-4-[(3-chlorophenyl)methyl]piperazine-1-carboxamide
InChI
InChI=1S/C18H18Cl2FN3O/c19-14-3-1-2-13(10-14)12-23-6-8-24(9-7-23)18(25)22-17-5-4-15(20)11-16(17)21/h1-5,10-11H,6-9,12H2,(H,22,25)
InChI Key
IMOWZFXIMINXPS-UHFFFAOYSA-N
SMILES
O=C(Nc1ccc(Cl)cc1F)N1CCN(Cc2cccc(Cl)c2)CC1
Source
ZINC000020437217

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 35.58 Å2 LogP 4.341
LogS -4.957 LogD 4.133


Absorption

Property Value Property Value
Pgp inhibitor 0.996 Pgp substrate 0.907
HIA 0.969 F20 % 0.989
F30 % 0.975 Caco-2 -4.509
MDCK -4.718


Distribution

Property Value Property Value
BBB Penetration 0.823 PPB 98.853
VD 1.956 Fu 1.435


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.754
CYP2A6 substrate 0.828 CYP2B6 substrate 0.613
CYP2C19 inhibitor 0.948 CYP2C19 substrate 0.943
CYP2C8 substrate 0.915 CYP2C9 inhibitor 0.734
CYP2C9 substrate 0.555 CYP2D6 inhibitor 0.983
CYP2D6 substrate 0.966 CYP2E1 substrate 0.851
CYP3A4 inhibitor 0.354 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.208 CL 7.611


Toxicity

Property Value Property Value
hERG Blockers 0.997 Hepatotoxicity 0.982
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.735
FDAMDD 0.704 Skin Sensitization 0.362
Carcinogenicity 0.042 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.683


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.005 IGC50 3.853
LC50FM 3.363 LC50DM -0.516


Tox21 Pathway

Property Value Property Value
NR-AR 0.337 NR-AR-LBD 0.215
NR-AhR 0.639 NR-Aromatase 0.043
NR-ER 0.36 NR-ER-LBD 0.302
NR-PPAR-gamma 0.225 SR-ARE 0.865
SR-ATAD5 0.324 SR-HSE 0.128
SR-MMP 0.038 SR-p53 0.105


Similar covalent inhibitors

CI000620

Similarity Score: 0.53

CI001230

Similarity Score: 0.52

CI001299

Similarity Score: 0.52

CI001851

Similarity Score: 0.52

CI001853

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.