(2S)-2-[[(2E,4E,6S,7S,11R)-12-[(4S,4aS,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-6,7,11-trihydroxydodeca-2,4-dienoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

Details

• Internal ID: b6f431d9-3430-412a-864a-a9e24deb4e1d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Arginine and derivatives
• IUPAC Name: (2S)-2-[[(2E,4E,6S,7S,11R)-12-[(4S,4aS,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-6,7,11-trihydroxydodeca-2,4-dienoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC1C(OC(CC1=C)(C(C(=O)NC2C3C(C(C(C(O3)CC(CCCC(C(C=CC=CC(=O)NC(CCCN=C(N)N)C(=O)O)O)O)O)(C)C)OC)OCO2)O)OC)C
• SMILES (Isomeric): C[C@H]1[C@H](O[C@](CC1=C)([C@@H](C(=O)N[C@@H]2[C@@H]3[C@@H]([C@H](C([C@H](O3)C[C@@H](CCC[C@@H]([C@H](/C=C/C=C/C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)O)O)O)(C)C)OC)OCO2)O)OC)C
• InChI: InChI=1S/C39H65N5O14/c1-21-19-39(54-7,58-23(3)22(21)2)32(49)34(50)44-35-31-30(55-20-56-35)33(53-6)38(4,5)28(57-31)18-24(45)12-10-15-27(47)26(46)14-8-9-16-29(48)43-25(36(51)52)13-11-17-42-37(40)41/h8-9,14,16,22-28,30-33,35,45-47,49H,1,10-13,15,17-20H2,2-7H3,(H,43,48)(H,44,50)(H,51,52)(H4,40,41,42)/b14-8+,16-9+/t22-,23-,24-,25+,26+,27+,28-,30+,31+,32-,33-,35+,39-/m1/s1
• InChI Key: XAFCNBUPFXGRRK-FAOVDWTBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₅N₅O₁₄
• Molecular Weight: 828.00 g/mol
• Exact Mass: 827.45280176 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.31
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5166	51.66%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6708	67.08%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8285	82.85%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.8646	86.46%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9414	94.14%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.7953	79.53%
CYP3A4 substrate	+	0.7372	73.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8730	87.30%
CYP3A4 inhibition	-	0.7824	78.24%
CYP2C9 inhibition	-	0.8124	81.24%
CYP2C19 inhibition	-	0.7781	77.81%
CYP2D6 inhibition	-	0.8967	89.67%
CYP1A2 inhibition	-	0.7977	79.77%
CYP2C8 inhibition	+	0.7563	75.63%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6822	68.22%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5169	51.69%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.8233	82.33%
Androgen receptor binding	+	0.7084	70.84%
Thyroid receptor binding	+	0.5593	55.93%
Glucocorticoid receptor binding	+	0.7616	76.16%
Aromatase binding	+	0.6701	67.01%
PPAR gamma	+	0.7974	79.74%
Honey bee toxicity	-	0.6099	60.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8572	85.72%

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	99.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.68%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.95%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.14%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.78%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.59%	96.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.51%	95.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	93.39%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.33%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.64%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.27%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.64%	98.05%
CHEMBL340	P08684	Cytochrome P450 3A4	89.60%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.02%	93.00%
CHEMBL204	P00734	Thrombin	87.01%	96.01%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.85%	95.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.84%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.43%	91.24%
CHEMBL2514	O95665	Neurotensin receptor 2	84.22%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.16%	89.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.57%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.47%	94.73%
CHEMBL5028	O14672	ADAM10	83.28%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	82.12%	95.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.67%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.22%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.38%	94.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.16%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162893174
• LOTUS: LTS0156287
• wikiData: Q105323890