Compound information

Natural Products
ZC2139359
Molecular Formula
C19H22ClN3O
Molecular Weight
343.145140004 g/mol
Structure
IUPAC Name
4-[(3-chlorophenyl)methyl]-N-(p-tolyl)piperazine-1-carboxamide
InChI
InChI=1S/C19H22ClN3O/c1-15-5-7-18(8-6-15)21-19(24)23-11-9-22(10-12-23)14-16-3-2-4-17(20)13-16/h2-8,13H,9-12,14H2,1H3,(H,21,24)
InChI Key
HWDMGHXQQRXJRG-UHFFFAOYSA-N
SMILES
Cc1ccc(NC(=O)N2CCN(Cc3cccc(Cl)c3)CC2)cc1
Source
ZINC000020367781

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 35.58 Å2 LogP 3.94
LogS -4.194 LogD 4.138


Absorption

Property Value Property Value
Pgp inhibitor 0.996 Pgp substrate 0.966
HIA 0.969 F20 % 0.989
F30 % 0.975 Caco-2 -4.705
MDCK -4.711


Distribution

Property Value Property Value
BBB Penetration 0.462 PPB 97.589
VD 1.217 Fu 1.185


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.013 CYP1A2 substrate 0.798
CYP2A6 substrate 0.841 CYP2B6 substrate 0.647
CYP2C19 inhibitor 0.969 CYP2C19 substrate 0.955
CYP2C8 substrate 0.933 CYP2C9 inhibitor 0.607
CYP2C9 substrate 0.762 CYP2D6 inhibitor 0.918
CYP2D6 substrate 0.995 CYP2E1 substrate 0.924
CYP3A4 inhibitor 0.26 CYP3A4 substrate 0.988


Excretion

Property Value Property Value
T1/2 0.297 CL 9.761


Toxicity

Property Value Property Value
hERG Blockers 0.993 Hepatotoxicity 0.87
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.806
FDAMDD 0.373 Skin Sensitization 0.907
Carcinogenicity 0.087 Eye Corrosion 0.001
Eye Irritation 0.001 Respiratory Toxicity 0.852


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.557 IGC50 3.762
LC50FM 3.746 LC50DM -1.974


Tox21 Pathway

Property Value Property Value
NR-AR 0.393 NR-AR-LBD 0.187
NR-AhR 0.664 NR-Aromatase 0.029
NR-ER 0.349 NR-ER-LBD 0.295
NR-PPAR-gamma 0.192 SR-ARE 0.882
SR-ATAD5 0.353 SR-HSE 0.12
SR-MMP 0.075 SR-p53 0.094


Similar covalent inhibitors

CI000620

Similarity Score: 0.60

CI001017

Similarity Score: 0.52

CI001030

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.