Ingredient Details :alpha-Obscurine


TCMI-ID: TCMI11115


Physicochemical Property
Ingredient Name alpha-Obscurine
Pubchem CID 5462446
Iupac name (1R,9S,10R,16R)-14,16-dimethyl-6,14-diazatetracyclo[7.5.3.01,10.02,7]heptadec-2(7)-en-5-one
Molecular Formula C17H26N2O
Molecular Weight 274.4
Isomeric smiles C[C@@H]1C[C@H]2CC3=C(CCC(=O)N3)[C@@]4(C1)[C@@H]2CCCN4C
InChI InChI=1S/C17H26N2O/c1-11-8-12-9-15-14(5-6-16(20)18-15)17(10-11)13(12)4-3-7-19(17)2/h11-13H,3-10H2,1-2H3,(H,18,20)/t11-,12+,13-,17-/m1/s1
InChIKey HXJHQEWSHQXRPH-IPJQOSJUSA-N
External Database Links HERB2.0: HBIN015625   TCMSID: 19710  
Structural Information
nHA(Number of hydrogen bond acceptors) 3
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 0
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 12
nHet(Number of heteroatoms) 3

Stability
nRig(Number of rigid bonds) 21
Flexibility 0
Stereo Centers(Number of stereocenters) 4

Solubility
TPSA(Topological polar surface area) 32.34
logS(The logarithm of aqueous solubility value) -2.682
logP(The logarithm of the n-octanol/water distribution coefficient) 2.747
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 2.638

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.736
Synthetic accessibility score 5.249
Natural Product-likeness score 1.603
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.803
MDCK Permeability 1.21E-05
Pgp-substrate 0.25
HIA(human intestinal absorption) 0.004
F20%(20% Oral Bioavailability) 0.015
F30%(30% Oral Bioavailability) 0.86

Distribution
PPB(Plasma protein binding) 31.88%
VD(Volume Distribution) 1.321
BBB Penetration(Blood brain barrier penetration) 0.842
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 66.79%

Metabolism
CYP1A2 inhibitor 0.043
CYP1A2 substrate 0.86
CYP2C19 inhibitor 0.48
CYP2C19 substrate 0.948
CYP2C9 inhibitor 0.489
CYP2C9 substrate 0.32
CYP2D6 inhibitor 0.172
CYP2D6 substrate 0.786
CYP3A4 inhibitor 0.666
CYP3A4 substrate 0.91

Excretion
CL(The clearance of a drug) 13.513
T1/2 0.805

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.068

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.899
IGC50 2.021
LC50FM 3.107
LC50DM 3.824

Reproductive Effects
NR-AR(Androgen receptor) 0.156
NR-AR-LBD(Androgen receptor) 0.006
NR-Aromatase 0.485
NR-ER(Estrogen receptor) 0.586
NR-ER-LBD(Estrogen receptor) 0.01

Allergy
Skin Sensitization Rule 0
Skin Sensitization 0.412

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.5

Organ Toxicity
hERG Blockers 0.028
H-HT(The human hepatotoxicity) 0.435
DILI(Drug-induced liver injury) 0.059

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.018
Respiratory Toxicity 0.971

Mutagenic Effects
AMES Toxicity 0.069

Tumorigenic Effects
Carcinogencity 0.837
SR-ARE(Antioxidant Response Element) 0.295
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.004
SR-p53 0.009

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