Ingredient Details :Isomethadone


TCMI-ID: TCMI01377


Physicochemical Property
Ingredient Name Isomethadone
Pubchem CID 10072
Iupac name 6-(dimethylamino)-5-methyl-4,4-diphenylhexan-3-one
Molecular Formula C21H27NO
Molecular Weight 309.4
Isomeric smiles CCC(=O)C(C1=CC=CC=C1)(C2=CC=CC=C2)C(C)CN(C)C
InChI InChI=1S/C21H27NO/c1-5-20(23)21(17(2)16-22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3
InChIKey IFKPLJWIEQBPGG-UHFFFAOYSA-N
External Database Links TCMSuite: 5938   ChEMBL: CHEMBL2107418  
Structural Information
nHA(Number of hydrogen bond acceptors) 2
nHD(Number of hydrogen bond donors) 0
nRot(Number of rotatable bonds) 7
nRing(Number of rings) 2
MaxRing(Number of atoms in the biggest ring) 6
nHet(Number of heteroatoms) 2

Stability
nRig(Number of rigid bonds) 13
Flexibility 0.538
Stereo Centers(Number of stereocenters) 1

Solubility
TPSA(Topological polar surface area) 20.31
logS(The logarithm of aqueous solubility value) -3.212
logP(The logarithm of the n-octanol/water distribution coefficient) 3.565
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.485

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.766
Synthetic accessibility score 2.776
Natural Product-likeness score -0.388
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.52
MDCK Permeability 2.46E-05
Pgp-substrate 0.997
HIA(human intestinal absorption) 0.003
F20%(20% Oral Bioavailability) 0.094
F30%(30% Oral Bioavailability) 0.001

Distribution
PPB(Plasma protein binding) 50.25%
VD(Volume Distribution) 5.123
BBB Penetration(Blood brain barrier penetration) 0.961
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 51.40%

Metabolism
CYP1A2 inhibitor 0.04
CYP1A2 substrate 0.7
CYP2C19 inhibitor 0.093
CYP2C19 substrate 0.993
CYP2C9 inhibitor 0.028
CYP2C9 substrate 0.088
CYP2D6 inhibitor 0.98
CYP2D6 substrate 0.906
CYP3A4 inhibitor 0.065
CYP3A4 substrate 0.928

Excretion
CL(The clearance of a drug) 11.175
T1/2 0.197

Toxicology
NonBiodegradable Rule 2
Pfizer Rule Rejected
SR-MMP 0.279

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.547
IGC50 3.806
LC50FM 4.102
LC50DM 3.857

Reproductive Effects
NR-AR(Androgen receptor) 0.005
NR-AR-LBD(Androgen receptor) 0.003
NR-Aromatase 0.013
NR-ER(Estrogen receptor) 0.261
NR-ER-LBD(Estrogen receptor) 0.009

Allergy
Skin Sensitization Rule 2
Skin Sensitization 0.256

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.824

Organ Toxicity
hERG Blockers 0.382
H-HT(The human hepatotoxicity) 0.599
DILI(Drug-induced liver injury) 0.399

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.012
Respiratory Toxicity 0.963

Mutagenic Effects
AMES Toxicity 0.026

Tumorigenic Effects
Carcinogencity 0.103
SR-ARE(Antioxidant Response Element) 0.027
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.004
SR-p53 0.004

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