Ingredient Details :2-(Difluoromethyl)-1H-benzimidazole


TCMI-ID: TCMI07144


Physicochemical Property
Ingredient Name 2-(Difluoromethyl)-1H-benzimidazole
Pubchem CID 597703
Iupac name 2-(difluoromethyl)-1H-benzimidazole
Molecular Formula C8H6F2N2
Molecular Weight 168.14
Isomeric smiles C1=CC=C2C(=C1)NC(=N2)C(F)F
InChI InChI=1S/C8H6F2N2/c9-7(10)8-11-5-3-1-2-4-6(5)12-8/h1-4,7H,(H,11,12)
InChIKey PURNIHSRWGYONZ-UHFFFAOYSA-N
External Database Links TCMSuite: 43007   ChEMBL: CHEMBL1502799  
Structural Information
nHA(Number of hydrogen bond acceptors) 2
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 1
nRing(Number of rings) 2
MaxRing(Number of atoms in the biggest ring) 9
nHet(Number of heteroatoms) 4

Stability
nRig(Number of rigid bonds) 10
Flexibility 0.1
Stereo Centers(Number of stereocenters) 0

Solubility
TPSA(Topological polar surface area) 28.68
logS(The logarithm of aqueous solubility value) -2.421
logP(The logarithm of the n-octanol/water distribution coefficient) 2.172
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 2.319

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.696
Synthetic accessibility score 2.101
Natural Product-likeness score -2.02
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Rejected

Absorption
Caco-2 Permeability -4.781
MDCK Permeability 2.81E-05
Pgp-substrate 0.162
HIA(human intestinal absorption) 0.007
F20%(20% Oral Bioavailability) 0.002
F30%(30% Oral Bioavailability) 0.012

Distribution
PPB(Plasma protein binding) 89.24%
VD(Volume Distribution) 1.314
BBB Penetration(Blood brain barrier penetration) 0.961
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 11.18%

Metabolism
CYP1A2 inhibitor 0.98
CYP1A2 substrate 0.907
CYP2C19 inhibitor 0.668
CYP2C19 substrate 0.066
CYP2C9 inhibitor 0.117
CYP2C9 substrate 0.055
CYP2D6 inhibitor 0.716
CYP2D6 substrate 0.186
CYP3A4 inhibitor 0.092
CYP3A4 substrate 0.25

Excretion
CL(The clearance of a drug) 6.055
T1/2 0.741

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.031

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.769
IGC50 2.821
LC50FM 3.668
LC50DM 6.051

Reproductive Effects
NR-AR(Androgen receptor) 0.031
NR-AR-LBD(Androgen receptor) 0.002
NR-Aromatase 0.006
NR-ER(Estrogen receptor) 0.025
NR-ER-LBD(Estrogen receptor) 0.003

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.097

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.46

Organ Toxicity
hERG Blockers 0.06
H-HT(The human hepatotoxicity) 0.661
DILI(Drug-induced liver injury) 0.952

Primary Irritation
Eye Corrosion 0.052
Eye Irritation 0.908
Respiratory Toxicity 0.651

Mutagenic Effects
AMES Toxicity 0.075

Tumorigenic Effects
Carcinogencity 0.516
SR-ARE(Antioxidant Response Element) 0.17
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.047
SR-p53 0.018

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