Compound information

Natural Products
ZC1768936
Molecular Formula
C19H22FN3O2
Molecular Weight
343.169605164 g/mol
Structure
IUPAC Name
4-[(4-fluorophenyl)methyl]-N-(3-methoxyphenyl)piperazine-1-carboxamide
InChI
InChI=1S/C19H22FN3O2/c1-25-18-4-2-3-17(13-18)21-19(24)23-11-9-22(10-12-23)14-15-5-7-16(20)8-6-15/h2-8,13H,9-12,14H2,1H3,(H,21,24)
InChI Key
XIEYKJGRJXBONN-UHFFFAOYSA-N
SMILES
COc1cccc(NC(=O)N2CCN(Cc3ccc(F)cc3)CC2)c1
Source
ZINC000020274441

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 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 44.81 Å2 LogP 3.163
LogS -3.523 LogD 3.611


Absorption

Property Value Property Value
Pgp inhibitor 0.991 Pgp substrate 0.584
HIA 0.964 F20 % 0.994
F30 % 0.98 Caco-2 -4.809
MDCK -4.828


Distribution

Property Value Property Value
BBB Penetration 0.449 PPB 89.98
VD 1.405 Fu 0.936


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.082 CYP1A2 substrate 0.799
CYP2A6 substrate 0.748 CYP2B6 substrate 0.716
CYP2C19 inhibitor 0.925 CYP2C19 substrate 0.953
CYP2C8 substrate 0.915 CYP2C9 inhibitor 0.485
CYP2C9 substrate 0.77 CYP2D6 inhibitor 0.971
CYP2D6 substrate 0.998 CYP2E1 substrate 0.846
CYP3A4 inhibitor 0.709 CYP3A4 substrate 0.95


Excretion

Property Value Property Value
T1/2 0.246 CL 10.645


Toxicity

Property Value Property Value
hERG Blockers 0.995 Hepatotoxicity 0.684
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.751
FDAMDD 0.439 Skin Sensitization 0.97
Carcinogenicity 0.065 Eye Corrosion 0.002
Eye Irritation 0.001 Respiratory Toxicity 0.954


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.442 IGC50 3.337
LC50FM 1.138 LC50DM -1.059


Tox21 Pathway

Property Value Property Value
NR-AR 0.371 NR-AR-LBD 0.185
NR-AhR 0.677 NR-Aromatase 0.025
NR-ER 0.359 NR-ER-LBD 0.326
NR-PPAR-gamma 0.155 SR-ARE 0.861
SR-ATAD5 0.372 SR-HSE 0.09
SR-MMP 0.023 SR-p53 0.062


Similar covalent inhibitors

CI001874

Similarity Score: 0.60

CI000620

Similarity Score: 0.55

CI001853

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.