(5Z)-4-bromo-3-[(1R)-1-hydroxybutyl]-5-(iodomethylidene)furan-2-one

Details

• Internal ID: fc22cd08-3286-474e-971f-7adc11079942
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5Z)-4-bromo-3-[(1R)-1-hydroxybutyl]-5-(iodomethylidene)furan-2-one
• SMILES (Canonical): CCCC(C1=C(C(=CI)OC1=O)Br)O
• SMILES (Isomeric): CCC[C@H](C1=C(/C(=C/I)/OC1=O)Br)O
• InChI: InChI=1S/C9H10BrIO3/c1-2-3-5(12)7-8(10)6(4-11)14-9(7)13/h4-5,12H,2-3H2,1H3/b6-4-/t5-/m1/s1
• InChI Key: KCFLZMAPXDKUEQ-WEWOIACBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀BrIO₃
• Molecular Weight: 372.98 g/mol
• Exact Mass: 371.88580 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• BDBM50478847

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.8242	82.42%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5988	59.88%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7820	78.20%
BSEP inhibitior	-	0.8788	87.88%
P-glycoprotein inhibitior	-	0.9560	95.60%
P-glycoprotein substrate	-	0.9515	95.15%
CYP3A4 substrate	-	0.5790	57.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.7849	78.49%
CYP2C9 inhibition	-	0.7305	73.05%
CYP2C19 inhibition	-	0.7051	70.51%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	-	0.8218	82.18%
CYP2C8 inhibition	-	0.9386	93.86%
CYP inhibitory promiscuity	-	0.7920	79.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8589	85.89%
Carcinogenicity (trinary)	Danger	0.4440	44.40%
Eye corrosion	-	0.9388	93.88%
Eye irritation	-	0.5165	51.65%
Skin irritation	-	0.5966	59.66%
Skin corrosion	-	0.8347	83.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5086	50.86%
Micronuclear	-	0.8352	83.52%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7168	71.68%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4930	49.30%
Acute Oral Toxicity (c)	III	0.6129	61.29%
Estrogen receptor binding	+	0.5410	54.10%
Androgen receptor binding	-	0.6519	65.19%
Thyroid receptor binding	+	0.5165	51.65%
Glucocorticoid receptor binding	-	0.6355	63.55%
Aromatase binding	-	0.8652	86.52%
PPAR gamma	+	0.5197	51.97%
Honey bee toxicity	-	0.9521	95.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8957	89.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.09%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.55%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.28%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.71%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.64%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	80.85%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21729107
• LOTUS: LTS0152362
• wikiData: Q105138715