(3R)-3-hydroxy-3-[(2S)-1-[(E,3R)-3-hydroxy-6-[[(2R)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-4-(hydroxymethyl)-2-methylhex-5-enoyl]pyrrolidin-2-yl]propanamide

Details

• Internal ID: a53cd14d-e309-40ae-b86c-df0226e38d06
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > N-acylpyrrolidines
• IUPAC Name: (3R)-3-hydroxy-3-[(2S)-1-[(E,3R)-3-hydroxy-6-[[(2R)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-4-(hydroxymethyl)-2-methylhex-5-enoyl]pyrrolidin-2-yl]propanamide
• SMILES (Canonical): CC1C(OC(CC1=C)(C(C(=O)NC=CC(CO)C(C(C)C(=O)N2CCCC2C(CC(=O)N)O)O)O)OC)C
• SMILES (Isomeric): C[C@H]1[C@H](O[C@](CC1=C)([C@H](C(=O)N/C=C/C(CO)[C@H](C(C)C(=O)N2CCC[C@H]2[C@@H](CC(=O)N)O)O)O)OC)C
• InChI: InChI=1S/C26H43N3O9/c1-14-12-26(37-5,38-17(4)15(14)2)23(34)24(35)28-9-8-18(13-30)22(33)16(3)25(36)29-10-6-7-19(29)20(31)11-21(27)32/h8-9,15-20,22-23,30-31,33-34H,1,6-7,10-13H2,2-5H3,(H2,27,32)(H,28,35)/b9-8+/t15-,16?,17-,18?,19+,20-,22+,23+,26-/m1/s1
• InChI Key: AYSMYLUVPGMSKV-UOWHAGKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₃N₃O₉
• Molecular Weight: 541.60 g/mol
• Exact Mass: 541.29992996 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -0.85
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9205	92.05%
Caco-2	-	0.8217	82.17%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5531	55.31%
OATP2B1 inhibitior	-	0.7232	72.32%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7097	70.97%
P-glycoprotein inhibitior	+	0.5973	59.73%
P-glycoprotein substrate	+	0.7361	73.61%
CYP3A4 substrate	+	0.6893	68.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.9498	94.98%
CYP2C9 inhibition	-	0.8678	86.78%
CYP2C19 inhibition	-	0.9048	90.48%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.8471	84.71%
CYP2C8 inhibition	+	0.5392	53.92%
CYP inhibitory promiscuity	-	0.9794	97.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4809	48.09%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9448	94.48%
Skin irritation	-	0.7555	75.55%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4619	46.19%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5291	52.91%
skin sensitisation	-	0.8565	85.65%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5579	55.79%
Acute Oral Toxicity (c)	III	0.5693	56.93%
Estrogen receptor binding	+	0.7116	71.16%
Androgen receptor binding	+	0.6662	66.62%
Thyroid receptor binding	-	0.5228	52.28%
Glucocorticoid receptor binding	+	0.6933	69.33%
Aromatase binding	+	0.6311	63.11%
PPAR gamma	+	0.5489	54.89%
Honey bee toxicity	-	0.7209	72.09%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.5151	51.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.93%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	95.31%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.46%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	92.85%	91.19%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.12%	94.66%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.15%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.94%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.52%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.44%	97.25%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.41%	91.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.39%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.93%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.91%	93.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.52%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.70%	96.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.35%	98.05%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	87.20%	92.38%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	86.08%	99.17%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.55%	99.18%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.64%	98.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.43%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.04%	95.56%
CHEMBL2514	O95665	Neurotensin receptor 2	83.95%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.68%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.55%	96.61%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.29%	95.36%
CHEMBL5028	O14672	ADAM10	82.85%	97.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.98%	97.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.75%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.59%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132578381
• LOTUS: LTS0164303
• wikiData: Q105100341