Ingredient Details :Huprine x


TCMI-ID: TCMI00456


Physicochemical Property
Ingredient Name Huprine x
Pubchem CID 3632
Iupac name 7-chloro-15-ethyl-10-azatetracyclo[11.3.1.02,11.04,9]heptadeca-2,4(9),5,7,10,14-hexaen-3-amine
Molecular Formula C18H19ClN2
Molecular Weight 298.8
Isomeric smiles CCC1=CC2CC(C1)C3=C(C4=C(C=C(C=C4)Cl)N=C3C2)N
InChI InChI=1S/C18H19ClN2/c1-2-10-5-11-7-12(6-10)17-16(8-11)21-15-9-13(19)3-4-14(15)18(17)20/h3-5,9,11-12H,2,6-8H2,1H3,(H2,20,21)
InChIKey QTPHSDHUHXUYFE-UHFFFAOYSA-N
External Database Links TCMSuite: 2159   ChEMBL: CHEMBL143812  
Structural Information
nHA(Number of hydrogen bond acceptors) 2
nHD(Number of hydrogen bond donors) 2
nRot(Number of rotatable bonds) 1
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 16
nHet(Number of heteroatoms) 3

Stability
nRig(Number of rigid bonds) 20
Flexibility 0.05
Stereo Centers(Number of stereocenters) 2

Solubility
TPSA(Topological polar surface area) 38.91
logS(The logarithm of aqueous solubility value) -6.498
logP(The logarithm of the n-octanol/water distribution coefficient) 5.287
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 4.428

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.764
Synthetic accessibility score 4.332
Natural Product-likeness score 0
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.633
MDCK Permeability 1.64E-05
Pgp-substrate 0.001
HIA(human intestinal absorption) 0.003
F20%(20% Oral Bioavailability) 0.456
F30%(30% Oral Bioavailability) 0.995

Distribution
PPB(Plasma protein binding) 97.85%
VD(Volume Distribution) 2.783
BBB Penetration(Blood brain barrier penetration) 0.795
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 1.56%

Metabolism
CYP1A2 inhibitor 0.955
CYP1A2 substrate 0.948
CYP2C19 inhibitor 0.828
CYP2C19 substrate 0.603
CYP2C9 inhibitor 0.806
CYP2C9 substrate 0.575
CYP2D6 inhibitor 0.671
CYP2D6 substrate 0.893
CYP3A4 inhibitor 0.515
CYP3A4 substrate 0.359

Excretion
CL(The clearance of a drug) 3.072
T1/2 0.043

Toxicology
NonBiodegradable Rule 2
Pfizer Rule Rejected
SR-MMP 0.826

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.966
IGC50 4.901
LC50FM 6.626
LC50DM 6.211

Reproductive Effects
NR-AR(Androgen receptor) 0.016
NR-AR-LBD(Androgen receptor) 0.026
NR-Aromatase 0.908
NR-ER(Estrogen receptor) 0.147
NR-ER-LBD(Estrogen receptor) 0.446

Allergy
Skin Sensitization Rule 2
Skin Sensitization 0.066

Acute Toxicity
Acute Toxicity Rule 1
Rat Oral Acute Toxicity 0.271

Organ Toxicity
hERG Blockers 0.481
H-HT(The human hepatotoxicity) 0.744
DILI(Drug-induced liver injury) 0.37

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.022
Respiratory Toxicity 0.932

Mutagenic Effects
AMES Toxicity 0.878

Tumorigenic Effects
Carcinogencity 0.893
SR-ARE(Antioxidant Response Element) 0.557
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.016
SR-p53 0.599

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