2-amino-3-[[(7Z)-12-[(E)-8-(2,6-dioxopiperidin-4-yl)-7-hydroxy-4-methyl-5-oxooct-2-en-2-yl]-10-hydroxy-9-methoxy-11-methyl-2-oxo-1-oxacyclododec-7-en-4-yl]sulfanyl]propanoic acid

Details

• Internal ID: 6a76c692-992e-41e1-9af7-4af392e748ef
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 2-amino-3-[[(7Z)-12-[(E)-8-(2,6-dioxopiperidin-4-yl)-7-hydroxy-4-methyl-5-oxooct-2-en-2-yl]-10-hydroxy-9-methoxy-11-methyl-2-oxo-1-oxacyclododec-7-en-4-yl]sulfanyl]propanoic acid
• SMILES (Canonical): CC1C(C(C=CCCC(CC(=O)OC1C(=CC(C)C(=O)CC(CC2CC(=O)NC(=O)C2)O)C)SCC(C(=O)O)N)OC)O
• SMILES (Isomeric): CC1C(C(/C=C\CCC(CC(=O)OC1/C(=C/C(C)C(=O)CC(CC2CC(=O)NC(=O)C2)O)/C)SCC(C(=O)O)N)OC)O
• InChI: InChI=1S/C30H46N2O10S/c1-16(23(34)13-20(33)10-19-11-25(35)32-26(36)12-19)9-17(2)29-18(3)28(38)24(41-4)8-6-5-7-21(14-27(37)42-29)43-15-22(31)30(39)40/h6,8-9,16,18-22,24,28-29,33,38H,5,7,10-15,31H2,1-4H3,(H,39,40)(H,32,35,36)/b8-6-,17-9+
• InChI Key: JOTZTCRQORWZKM-DZCRTHFOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆N₂O₁₀S
• Molecular Weight: 626.80 g/mol
• Exact Mass: 626.28731684 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

• RefChem:166189
• 2-amino-3-(((7Z)-12-((E)-8-(2,6-dioxopiperidin-4-yl)-7-hydroxy-4-methyl-5-oxooct-2-en-2-yl)-10-hydroxy-9-methoxy-11-methyl-2-oxo-1-oxacyclododec-7-en-4-yl)sulfanyl)propanoic acid
• SCHEMBL29884969
• CHEBI:216637
• 2-amino-3-[[(7Z)-12-[(E)-8-(2,6-dioxopiperidin-4-yl)-7-hydroxy-4-methyl-5-oxooct-2-en-2-yl]-10-hydroxy-9-methoxy-11-methyl-2-oxo-1-oxacyclododec-7-en-4-yl]sulanyl]propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5880	58.80%
Caco-2	-	0.8525	85.25%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5655	56.55%
OATP2B1 inhibitior	-	0.7260	72.60%
OATP1B1 inhibitior	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8941	89.41%
P-glycoprotein inhibitior	+	0.7147	71.47%
P-glycoprotein substrate	+	0.7117	71.17%
CYP3A4 substrate	+	0.6842	68.42%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.8462	84.62%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.8198	81.98%
CYP2D6 inhibition	-	0.9011	90.11%
CYP1A2 inhibition	-	0.8336	83.36%
CYP2C8 inhibition	+	0.6385	63.85%
CYP inhibitory promiscuity	-	0.9577	95.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5754	57.54%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9348	93.48%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	-	0.7308	73.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4363	43.63%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5657	56.57%
skin sensitisation	-	0.8578	85.78%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8599	85.99%
Acute Oral Toxicity (c)	III	0.5981	59.81%
Estrogen receptor binding	+	0.8222	82.22%
Androgen receptor binding	+	0.6575	65.75%
Thyroid receptor binding	-	0.5848	58.48%
Glucocorticoid receptor binding	+	0.7533	75.33%
Aromatase binding	+	0.6110	61.10%
PPAR gamma	+	0.6668	66.68%
Honey bee toxicity	-	0.6954	69.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.3725	37.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.39%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.30%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.23%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.60%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.28%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.14%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.83%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.36%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.55%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.90%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.98%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.70%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.15%	85.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.44%	93.56%
CHEMBL230	P35354	Cyclooxygenase-2	82.43%	89.63%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.27%	89.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.02%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.65%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.53%	97.14%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.40%	92.29%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.36%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.29%	92.88%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.06%	83.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.01%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588588
• LOTUS: LTS0031460
• wikiData: Q105132533