1,4-BIS(BROMOACETOXY)-2-BUTENE

From www.fda.gov

2D Structure
CID	5818813
IUPAC Name	[(E)-4-(2-bromoacetyl)oxybut-2-enyl] 2-bromoacetate
InChI	InChI=1S/C8H10Br2O4/c9-5-7(11)13-3-1-2-4-14-8(12)6-10/h1-2H,3-6H2/b2-1+
InChI Key	SIHKVAXULDBIIY-OWOJBTEDSA-N
Canonical SMILES	C(C=CCOC(=O)CBr)OC(=O)CBr
Molecular Formula	C8H10Br2O4
Wikipedia	(E)-1,4-bis(bromoacetoxy)-2-butene

From Pubchem

Property Name	Property Value
Molecular Weight	329.972
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	8
Complexity	193.0
CACTVS Substructure Key Fingerprint	A A A D c c B w O A A A G A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A G g B A A A A B S A C g g A I A C A A A B A C I A C D S C A A A A A A A A A A I C A A A A A A g B A A A I Q A C E A A A A A A A I A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = =
Topological Polar Surface Area	52.6
Monoisotopic Mass	327.895
Exact Mass	329.893
XLogP3	None
XLogP3-AA	1.9
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	14
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9581
Human Intestinal Absorption	HIA+	0.9620
Caco-2 Permeability	Caco2-	0.5147
P-glycoprotein Substrate	Non-substrate	0.7882
P-glycoprotein Inhibitor	Non-inhibitor	0.8940
P-glycoprotein Inhibitor	Non-inhibitor	0.9282
Renal Organic Cation Transporter	Non-inhibitor	0.9005
Distribution
Subcellular localization	Mitochondria	0.8218
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.8587
CYP450 2D6 Substrate	Non-substrate	0.9034
CYP450 3A4 Substrate	Non-substrate	0.7324
CYP450 1A2 Inhibitor	Non-inhibitor	0.8110
CYP450 2C9 Inhibitor	Non-inhibitor	0.8162
CYP450 2D6 Inhibitor	Non-inhibitor	0.9348
CYP450 2C19 Inhibitor	Non-inhibitor	0.7807
CYP450 3A4 Inhibitor	Non-inhibitor	0.8195
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8400
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9544
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9665
AMES Toxicity	AMES toxic	0.8949
Carcinogens	Carcinogens	0.5418
Fish Toxicity	High FHMT	0.9395
Tetrahymena Pyriformis Toxicity	High TPT	0.9850
Honey Bee Toxicity	High HBT	0.7776
Biodegradation	Not ready biodegradable	0.6455
Acute Oral Toxicity	II	0.5576
Carcinogenicity (Three-class)	Non-required	0.3581

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-1.9189	LogS
Caco-2 Permeability	0.5837	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	3.3707	LD50, mol/kg
Fish Toxicity	-1.0008	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	1.6603	pIGC50, ug/L

From admetSAR

Kingdom	Organic compounds
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Subclass	Dicarboxylic acids and derivatives
Intermediate Tree Nodes	Not available
Direct Parent	Dicarboxylic acids and derivatives
Alternative Parents	Carboxylic acid esters Organobromides Hydrocarbon derivatives Organic oxides Alpha-halocarboxylic acid derivatives Alkyl bromides Carbonyl compounds
Molecular Framework	Aliphatic acyclic compounds
Substituents	Dicarboxylic acid or derivatives - Alpha-halocarboxylic acid or derivatives - Alpha-halocarboxylic acid derivative - Carboxylic acid ester - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organobromide - Organohalogen compound - Carbonyl group - Alkyl halide - Alkyl bromide - Aliphatic acyclic compound
Description	This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.