(8E)-2-[(E)-hept-5-enyl]-8-hydroxyimino-3-methyl-7,8a-dihydro-6H-pyrrolo[2,1-b][1,3]oxazin-4-one

Details

• Internal ID: a325a8a7-44c7-4a74-9776-2b28ee43f8ad
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: (8E)-2-[(E)-hept-5-enyl]-8-hydroxyimino-3-methyl-7,8a-dihydro-6H-pyrrolo[2,1-b][1,3]oxazin-4-one
• InChI: InChI=1S/C15H22N2O3/c1-3-4-5-6-7-8-13-11(2)14(18)17-10-9-12(16-19)15(17)20-13/h3-4,15,19H,5-10H2,1-2H3/b4-3+,16-12+
• InChI Key: CAWNVSRVNRWMNU-FHBNFOJPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂N₂O₃
• Molecular Weight: 278.35 g/mol
• Exact Mass: 278.16304257 g/mol
• Topological Polar Surface Area (TPSA): 62.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CAWNVSRVNRWMNU-YXGBFYNGSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9088	90.88%
Caco-2	+	0.8147	81.47%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4991	49.91%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7067	70.67%
BSEP inhibitior	-	0.4625	46.25%
P-glycoprotein inhibitior	-	0.8170	81.70%
P-glycoprotein substrate	-	0.7416	74.16%
CYP3A4 substrate	+	0.5724	57.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.9459	94.59%
CYP2C9 inhibition	-	0.8063	80.63%
CYP2C19 inhibition	-	0.7249	72.49%
CYP2D6 inhibition	-	0.8492	84.92%
CYP1A2 inhibition	-	0.7366	73.66%
CYP2C8 inhibition	-	0.8248	82.48%
CYP inhibitory promiscuity	-	0.8807	88.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5249	52.49%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9313	93.13%
Skin irritation	-	0.7467	74.67%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4101	41.01%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.6156	61.56%
skin sensitisation	-	0.8167	81.67%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7930	79.30%
Acute Oral Toxicity (c)	III	0.6138	61.38%
Estrogen receptor binding	+	0.5314	53.14%
Androgen receptor binding	-	0.5128	51.28%
Thyroid receptor binding	+	0.5626	56.26%
Glucocorticoid receptor binding	+	0.7016	70.16%
Aromatase binding	-	0.6586	65.86%
PPAR gamma	+	0.5862	58.62%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.3728	37.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.35%	96.09%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.70%	94.66%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.44%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.27%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.83%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.93%	96.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.82%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.40%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.33%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.26%	91.11%
CHEMBL321	P14780	Matrix metalloproteinase 9	82.06%	92.12%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.05%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.29%	91.49%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.29%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10516730
• LOTUS: LTS0000434
• wikiData: Q104952006