Ingredient Details :2(5H)-Furanone, 4-bromo-5-(bromomethylene)-, (5Z)-


TCMI-ID: TCMI12817


Physicochemical Property
Ingredient Name 2(5H)-Furanone, 4-bromo-5-(bromomethylene)-, (5Z)-
Pubchem CID 10131246
Iupac name (5Z)-4-bromo-5-(bromomethylidene)furan-2-one
Molecular Formula C5H2Br2O2
Molecular Weight 253.88
Isomeric smiles C1=C(/C(=C/Br)/OC1=O)Br
InChI InChI=1S/C5H2Br2O2/c6-2-4-3(7)1-5(8)9-4/h1-2H/b4-2-
InChIKey DPGLBHQUHFJRJS-RQOWECAXSA-N
External Database Links ChEMBL: CHEMBL1253219  
Structural Information
nHA(Number of hydrogen bond acceptors) 2
nHD(Number of hydrogen bond donors) 0
nRot(Number of rotatable bonds) 0
nRing(Number of rings) 1
MaxRing(Number of atoms in the biggest ring) 5
nHet(Number of heteroatoms) 4

Stability
nRig(Number of rigid bonds) 7
Flexibility 0
Stereo Centers(Number of stereocenters) 0

Solubility
TPSA(Topological polar surface area) 26.3
logS(The logarithm of aqueous solubility value) -2.093
logP(The logarithm of the n-octanol/water distribution coefficient) 2.34
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 1.165

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.618
Synthetic accessibility score 3.988
Natural Product-likeness score 1.971
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.433
MDCK Permeability 2.97E-05
Pgp-substrate 0
HIA(human intestinal absorption) 0.02
F20%(20% Oral Bioavailability) 0.979
F30%(30% Oral Bioavailability) 0.992

Distribution
PPB(Plasma protein binding) 93.10%
VD(Volume Distribution) 0.583
BBB Penetration(Blood brain barrier penetration) 0.876
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 16.33%

Metabolism
CYP1A2 inhibitor 0.869
CYP1A2 substrate 0.407
CYP2C19 inhibitor 0.598
CYP2C19 substrate 0.663
CYP2C9 inhibitor 0.369
CYP2C9 substrate 0.602
CYP2D6 inhibitor 0.018
CYP2D6 substrate 0.344
CYP3A4 inhibitor 0.158
CYP3A4 substrate 0.196

Excretion
CL(The clearance of a drug) 1.197
T1/2 0.763

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.021

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.12
IGC50 3.712
LC50FM 4.619
LC50DM 4.595

Reproductive Effects
NR-AR(Androgen receptor) 0.027
NR-AR-LBD(Androgen receptor) 0.144
NR-Aromatase 0.014
NR-ER(Estrogen receptor) 0.05
NR-ER-LBD(Estrogen receptor) 0.006

Allergy
Skin Sensitization Rule 2
Skin Sensitization 0.944

Acute Toxicity
Acute Toxicity Rule 4
Rat Oral Acute Toxicity 0.987

Organ Toxicity
hERG Blockers 0
H-HT(The human hepatotoxicity) 0.951
DILI(Drug-induced liver injury) 0.212

Primary Irritation
Eye Corrosion 0.991
Eye Irritation 0.982
Respiratory Toxicity 0.942

Mutagenic Effects
AMES Toxicity 0.966

Tumorigenic Effects
Carcinogencity 0.872
SR-ARE(Antioxidant Response Element) 0.568
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.016
SR-p53 0.111

Related TCM-Disorder Names

Related Formulae

Related Herbs

Related Targets

Network Analysis

Copyright © Chengdu University of TCM All rights reserved.