Ingredient Details :Leonurine


TCMI-ID: TCMI04730


Physicochemical Property
Ingredient Name Leonurine
Pubchem CID 161464
Iupac name 4-(diaminomethylideneamino)butyl 4-hydroxy-3,5-dimethoxybenzoate
Molecular Formula C14H21N3O5
Molecular Weight 311.33
Isomeric smiles COC1=CC(=CC(=C1O)OC)C(=O)OCCCCN=C(N)N
InChI InChI=1S/C14H21N3O5/c1-20-10-7-9(8-11(21-2)12(10)18)13(19)22-6-4-3-5-17-14(15)16/h7-8,18H,3-6H2,1-2H3,(H4,15,16,17)
InChIKey WNGSUWLDMZFYNZ-UHFFFAOYSA-N
External Database Links HERB2.0: HBIN032907   SymMap: SMIT01479   TCMSID: 1406   ChEMBL: CHEMBL1290284  
Structural Information
nHA(Number of hydrogen bond acceptors) 8
nHD(Number of hydrogen bond donors) 5
nRot(Number of rotatable bonds) 9
nRing(Number of rings) 1
MaxRing(Number of atoms in the biggest ring) 6
nHet(Number of heteroatoms) 8

Stability
nRig(Number of rigid bonds) 8
Flexibility 1.125
Stereo Centers(Number of stereocenters) 0

Solubility
TPSA(Topological polar surface area) 129.39
logS(The logarithm of aqueous solubility value) -2.708
logP(The logarithm of the n-octanol/water distribution coefficient) 0.884
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 0.662

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.278
Synthetic accessibility score 2.209
Natural Product-likeness score 0.653
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -5.114
MDCK Permeability 7.93E-05
Pgp-substrate 0.984
HIA(human intestinal absorption) 0.004
F20%(20% Oral Bioavailability) 0.011
F30%(30% Oral Bioavailability) 0.022

Distribution
PPB(Plasma protein binding) 73.22%
VD(Volume Distribution) 0.969
BBB Penetration(Blood brain barrier penetration) 0.839
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 35.73%

Metabolism
CYP1A2 inhibitor 0.235
CYP1A2 substrate 0.351
CYP2C19 inhibitor 0.014
CYP2C19 substrate 0.083
CYP2C9 inhibitor 0.001
CYP2C9 substrate 0.058
CYP2D6 inhibitor 0.254
CYP2D6 substrate 0.709
CYP3A4 inhibitor 0.022
CYP3A4 substrate 0.175

Excretion
CL(The clearance of a drug) 8.315
T1/2 0.629

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.198

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.074
IGC50 3.257
LC50FM 2.894
LC50DM 4.395

Reproductive Effects
NR-AR(Androgen receptor) 0.012
NR-AR-LBD(Androgen receptor) 0.003
NR-Aromatase 0.007
NR-ER(Estrogen receptor) 0.167
NR-ER-LBD(Estrogen receptor) 0.016

Allergy
Skin Sensitization Rule 4
Skin Sensitization 0.204

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.015

Organ Toxicity
hERG Blockers 0.281
H-HT(The human hepatotoxicity) 0.035
DILI(Drug-induced liver injury) 0.123

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.013
Respiratory Toxicity 0.189

Mutagenic Effects
AMES Toxicity 0.01

Tumorigenic Effects
Carcinogencity 0.042
SR-ARE(Antioxidant Response Element) 0.172
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.013
SR-p53 0.021

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