methyl (2S)-3-[(1Z,12Z)-13-bromo-13-chlorotrideca-1,12-dienyl]-2H-azirine-2-carboxylate

Details

• Internal ID: 384b20ac-127c-4d9a-8568-dae1a77183bd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
• IUPAC Name: methyl (2S)-3-[(1Z,12Z)-13-bromo-13-chlorotrideca-1,12-dienyl]-2H-azirine-2-carboxylate
• SMILES (Canonical): COC(=O)C1C(=N1)C=CCCCCCCCCCC=C(Cl)Br
• SMILES (Isomeric): COC(=O)[C@@H]1C(=N1)/C=C\CCCCCCCCC/C=C(/Cl)\Br
• InChI: InChI=1S/C17H25BrClNO2/c1-22-17(21)16-14(20-16)12-10-8-6-4-2-3-5-7-9-11-13-15(18)19/h10,12-13,16H,2-9,11H2,1H3/b12-10-,15-13+/t16-/m0/s1
• InChI Key: PNCBLYHQLSBUMX-QWNCNGONSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅BrClNO₂
• Molecular Weight: 390.70 g/mol
• Exact Mass: 389.07572 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	-	0.5341	53.41%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7182	71.82%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8853	88.53%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7127	71.27%
P-glycoprotein inhibitior	-	0.7109	71.09%
P-glycoprotein substrate	-	0.7549	75.49%
CYP3A4 substrate	+	0.5934	59.34%
CYP2C9 substrate	+	0.5930	59.30%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.6731	67.31%
CYP2C9 inhibition	-	0.7269	72.69%
CYP2C19 inhibition	-	0.5951	59.51%
CYP2D6 inhibition	-	0.8693	86.93%
CYP1A2 inhibition	+	0.5197	51.97%
CYP2C8 inhibition	-	0.6782	67.82%
CYP inhibitory promiscuity	-	0.6564	65.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7523	75.23%
Carcinogenicity (trinary)	Non-required	0.4985	49.85%
Eye corrosion	-	0.9111	91.11%
Eye irritation	-	0.9203	92.03%
Skin irritation	-	0.7013	70.13%
Skin corrosion	-	0.8436	84.36%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8525	85.25%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7229	72.29%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5812	58.12%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5864	58.64%
Acute Oral Toxicity (c)	III	0.5203	52.03%
Estrogen receptor binding	-	0.6012	60.12%
Androgen receptor binding	-	0.5414	54.14%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.5826	58.26%
PPAR gamma	+	0.6251	62.51%
Honey bee toxicity	-	0.8394	83.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6637	66.37%
Fish aquatic toxicity	+	0.8222	82.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.70%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.93%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.38%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.50%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.32%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.22%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.60%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.57%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.81%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.49%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24854194
• LOTUS: LTS0267990
• wikiData: Q105211862