Ingredient Details :((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid


TCMI-ID: TCMI11323


Physicochemical Property
Ingredient Name ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid
Pubchem CID 5771688
Iupac name [(1R,4S)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid
Molecular Formula C10H16O4S
Molecular Weight 232.3
Isomeric smiles CC1([C@H]2CC[C@@]1(C(=O)C2)CS(=O)(=O)O)C
InChI InChI=1S/C10H16O4S/c1-9(2)7-3-4-10(9,8(11)5-7)6-15(12,13)14/h7H,3-6H2,1-2H3,(H,12,13,14)/t7-,10-/m0/s1
InChIKey MIOPJNTWMNEORI-XVKPBYJWSA-N
External Database Links TCMSID: 3446  
Structural Information
nHA(Number of hydrogen bond acceptors) 4
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 2
nRing(Number of rings) 2
MaxRing(Number of atoms in the biggest ring) 6
nHet(Number of heteroatoms) 5

Stability
nRig(Number of rigid bonds) 11
Flexibility 0.182
Stereo Centers(Number of stereocenters) 2

Solubility
TPSA(Topological polar surface area) 71.44
logS(The logarithm of aqueous solubility value) -1.76
logP(The logarithm of the n-octanol/water distribution coefficient) 0.163
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 0.523

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.728
Synthetic accessibility score 4.257
Natural Product-likeness score 1.122
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -5.252
MDCK Permeability 1.45E-05
Pgp-substrate 0.002
HIA(human intestinal absorption) 0.856
F20%(20% Oral Bioavailability) 0.987
F30%(30% Oral Bioavailability) 0.714

Distribution
PPB(Plasma protein binding) 64.23%
VD(Volume Distribution) 0.396
BBB Penetration(Blood brain barrier penetration) 0.764
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 53.94%

Metabolism
CYP1A2 inhibitor 0.006
CYP1A2 substrate 0.786
CYP2C19 inhibitor 0.019
CYP2C19 substrate 0.682
CYP2C9 inhibitor 0.018
CYP2C9 substrate 0.899
CYP2D6 inhibitor 0.003
CYP2D6 substrate 0.171
CYP3A4 inhibitor 0.008
CYP3A4 substrate 0.12

Excretion
CL(The clearance of a drug) 5.378
T1/2 0.584

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.033

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.242
IGC50 2.903
LC50FM 2.894
LC50DM 3.571

Reproductive Effects
NR-AR(Androgen receptor) 0.086
NR-AR-LBD(Androgen receptor) 0.415
NR-Aromatase 0.052
NR-ER(Estrogen receptor) 0.407
NR-ER-LBD(Estrogen receptor) 0.013

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.077

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.139

Organ Toxicity
hERG Blockers 0.011
H-HT(The human hepatotoxicity) 0.507
DILI(Drug-induced liver injury) 0.036

Primary Irritation
Eye Corrosion 0.994
Eye Irritation 0.896
Respiratory Toxicity 0.979

Mutagenic Effects
AMES Toxicity 0.055

Tumorigenic Effects
Carcinogencity 0.16
SR-ARE(Antioxidant Response Element) 0.028
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.202
SR-p53 0.339

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