(10S,11S,12S,15R,18S)-15-(2-amino-2-oxoethyl)-10,11,23-trihydroxy-18-[[(3S)-3-methyl-2-oxopentanoyl]amino]-9,14,17-trioxo-N-[(Z)-prop-1-enyl]-8,13,16-triazatetracyclo[18.3.1.02,7.06,10]tetracosa-1(23),2(7),3,5,20(24),21-hexaene-12-carboxamide

Details

• Internal ID: f2e4d0fb-4c8c-417a-8cd3-7de1034287c2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (10S,11S,12S,15R,18S)-15-(2-amino-2-oxoethyl)-10,11,23-trihydroxy-18-[[(3S)-3-methyl-2-oxopentanoyl]amino]-9,14,17-trioxo-N-[(Z)-prop-1-enyl]-8,13,16-triazatetracyclo[18.3.1.02,7.06,10]tetracosa-1(23),2(7),3,5,20(24),21-hexaene-12-carboxamide
• SMILES (Canonical): CCC(C)C(=O)C(=O)NC1CC2=CC(=C(C=C2)O)C3=C4C(=CC=C3)C(C(C(NC(=O)C(NC1=O)CC(=O)N)C(=O)NC=CC)O)(C(=O)N4)O
• SMILES (Isomeric): CC[C@H](C)C(=O)C(=O)N[C@H]1CC2=CC(=C(C=C2)O)C3=C4C(=CC=C3)[C@]([C@H]([C@H](NC(=O)[C@H](NC1=O)CC(=O)N)C(=O)N/C=C\C)O)(C(=O)N4)O
• InChI: InChI=1S/C33H38N6O10/c1-4-11-35-30(46)25-27(43)33(49)19-8-6-7-17(24(19)39-32(33)48)18-12-16(9-10-22(18)40)13-20(37-31(47)26(42)15(3)5-2)28(44)36-21(14-23(34)41)29(45)38-25/h4,6-12,15,20-21,25,27,40,43,49H,5,13-14H2,1-3H3,(H2,34,41)(H,35,46)(H,36,44)(H,37,47)(H,38,45)(H,39,48)/b11-4-/t15-,20-,21+,25-,27-,33-/m0/s1
• InChI Key: ZIAXNZCTODBCKW-ACCRYQALSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈N₆O₁₀
• Molecular Weight: 678.70 g/mol
• Exact Mass: 678.26494143 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.29
• H-Bond Acceptor: 10
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9439	94.39%
Caco-2	-	0.8885	88.85%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4130	41.30%
OATP2B1 inhibitior	+	0.5633	56.33%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.8846	88.46%
OCT2 inhibitior	-	0.9818	98.18%
BSEP inhibitior	+	0.9488	94.88%
P-glycoprotein inhibitior	+	0.7146	71.46%
P-glycoprotein substrate	+	0.8471	84.71%
CYP3A4 substrate	+	0.7071	70.71%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.7726	77.26%
CYP2C9 inhibition	-	0.8215	82.15%
CYP2C19 inhibition	-	0.8172	81.72%
CYP2D6 inhibition	-	0.9036	90.36%
CYP1A2 inhibition	-	0.8479	84.79%
CYP2C8 inhibition	+	0.7075	70.75%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5019	50.19%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9322	93.22%
Skin irritation	-	0.7907	79.07%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	+	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5498	54.98%
skin sensitisation	-	0.8565	85.65%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6282	62.82%
Acute Oral Toxicity (c)	III	0.5936	59.36%
Estrogen receptor binding	+	0.7816	78.16%
Androgen receptor binding	+	0.7558	75.58%
Thyroid receptor binding	+	0.6373	63.73%
Glucocorticoid receptor binding	+	0.7014	70.14%
Aromatase binding	+	0.5846	58.46%
PPAR gamma	+	0.7789	77.89%
Honey bee toxicity	-	0.7688	76.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9207	92.07%

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	99.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.51%	98.95%
CHEMBL236	P41143	Delta opioid receptor	99.19%	99.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL4208	P20618	Proteasome component C5	97.82%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	96.72%	90.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.11%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.57%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.25%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.81%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.69%	94.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.17%	83.10%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.17%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.16%	93.03%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	91.10%	93.85%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.00%	92.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.92%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.78%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.50%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.50%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.85%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.50%	98.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.29%	85.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.40%	96.47%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.07%	97.64%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.36%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.18%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.15%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.10%	91.24%
CHEMBL5028	O14672	ADAM10	81.60%	97.50%
CHEMBL220	P22303	Acetylcholinesterase	81.58%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.93%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.08%	99.15%

Plants that contains it

• Bazzania trilobata
• Lepidozia incurvata

Cross-Links

• PubChem: 10556464
• LOTUS: LTS0244225
• wikiData: Q105259590