Compound information

Natural Products
ZC1468582
Molecular Formula
C19H23N3O3
Molecular Weight
341.173941596 g/mol
Structure
IUPAC Name
4-[(3-hydroxyphenyl)methyl]-N-(3-methoxyphenyl)piperazine-1-carboxamide
InChI
InChI=1S/C19H23N3O3/c1-25-18-7-3-5-16(13-18)20-19(24)22-10-8-21(9-11-22)14-15-4-2-6-17(23)12-15/h2-7,12-13,23H,8-11,14H2,1H3,(H,20,24)
InChI Key
MQHJCKYINWVLLM-UHFFFAOYSA-N
SMILES
COc1cccc(NC(=O)N2CCN(Cc3cccc(O)c3)CC2)c1
Source
ZINC000058209814

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 65.04 Å2 LogP 2.351
LogS -2.675 LogD 3.196


Absorption

Property Value Property Value
Pgp inhibitor 0.172 Pgp substrate 0.716
HIA 0.967 F20 % 0.716
F30 % 0.446 Caco-2 -4.991
MDCK -5.26


Distribution

Property Value Property Value
BBB Penetration 0.85 PPB 82.505
VD 1.464 Fu 0.674


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.02 CYP1A2 substrate 0.721
CYP2A6 substrate 0.539 CYP2B6 substrate 0.547
CYP2C19 inhibitor 0.939 CYP2C19 substrate 0.936
CYP2C8 substrate 0.838 CYP2C9 inhibitor 0.585
CYP2C9 substrate 0.01 CYP2D6 inhibitor 0.979
CYP2D6 substrate 0.985 CYP2E1 substrate 0.466
CYP3A4 inhibitor 0.936 CYP3A4 substrate 0.751


Excretion

Property Value Property Value
T1/2 0.967 CL 13.712


Toxicity

Property Value Property Value
hERG Blockers 0.864 Hepatotoxicity 0.411
Mutagenicity 0.025 Rat Oral Acute Toxicity 0.42
FDAMDD 0.706 Skin Sensitization 0.995
Carcinogenicity 0.063 Eye Corrosion 0.001
Eye Irritation 0.007 Respiratory Toxicity 0.974


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.398 IGC50 3.483
LC50FM 3.141 LC50DM 0.332


Tox21 Pathway

Property Value Property Value
NR-AR 0.391 NR-AR-LBD 0.184
NR-AhR 0.759 NR-Aromatase 0.021
NR-ER 0.453 NR-ER-LBD 0.491
NR-PPAR-gamma 0.147 SR-ARE 0.847
SR-ATAD5 0.486 SR-HSE 0.106
SR-MMP 0.096 SR-p53 0.134


Similar covalent inhibitors

CI000620

Similarity Score: 0.57

CI001874

Similarity Score: 0.54

CI001030

Similarity Score: 0.52

CI001272

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.