(2S)-2-[[(2E,4E,6E,11R)-12-[(4S,4aS,6R,8S,8aR)-4-[[(2R)-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]-11-hydroxydodeca-2,4,6-trienoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

Details

• Internal ID: f4ec0e42-6992-404a-a22b-42d18f053b65
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids > N-acyl-L-alpha-amino acids
• IUPAC Name: (2S)-2-[[(2E,4E,6E,11R)-12-[(4S,4aS,6R,8S,8aR)-4-[[(2R)-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]-11-hydroxydodeca-2,4,6-trienoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
• SMILES (Canonical): CC1C(OC(CC1=C)(C(C(=O)NC2C3C(C(C(C(O3)CC(CCCC=CC=CC=CC(=O)NC(CCCN=C(N)N)C(=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=C/C=C/C=C/C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)O)(C)C)OC)OCO2)O)OC)C
• InChI: InChI=1S/C39H63N5O12/c1-23-21-39(52-7,56-25(3)24(23)2)32(47)34(48)44-35-31-30(53-22-54-35)33(51-6)38(4,5)28(55-31)20-26(45)16-13-11-9-8-10-12-14-18-29(46)43-27(36(49)50)17-15-19-42-37(40)41/h8-10,12,14,18,24-28,30-33,35,45,47H,1,11,13,15-17,19-22H2,2-7H3,(H,43,46)(H,44,48)(H,49,50)(H4,40,41,42)/b9-8+,12-10+,18-14+/t24-,25-,26-,27+,28-,30+,31+,32+,33-,35+,39-/m1/s1
• InChI Key: YWUNVHXKGMPHDM-XTDHNIAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₃N₅O₁₂
• Molecular Weight: 793.90 g/mol
• Exact Mass: 793.44732246 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 20

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	-	0.8629	86.29%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6708	67.08%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.8646	86.46%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9648	96.48%
P-glycoprotein inhibitior	+	0.7534	75.34%
P-glycoprotein substrate	+	0.7846	78.46%
CYP3A4 substrate	+	0.7352	73.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8747	87.47%
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	+	0.7608	76.08%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7108	71.08%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5244	52.44%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.7004	70.04%
Thyroid receptor binding	+	0.5672	56.72%
Glucocorticoid receptor binding	+	0.7608	76.08%
Aromatase binding	+	0.6585	65.85%
PPAR gamma	+	0.7932	79.32%
Honey bee toxicity	-	0.6125	61.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	99.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.66%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.29%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	96.89%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.15%	96.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	93.34%	92.88%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.94%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.91%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	90.64%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.32%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.08%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.85%	93.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.15%	96.38%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.32%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.78%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.21%	95.71%
CHEMBL2514	O95665	Neurotensin receptor 2	85.13%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.04%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.49%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.31%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.77%	89.50%
CHEMBL5028	O14672	ADAM10	83.28%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.78%	95.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.58%	95.50%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	80.98%	92.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.75%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.61%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.41%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101526809
• LOTUS: LTS0000154
• wikiData: Q104401977