5-[[5-Amino-1-[[10-(3-amino-3-oxopropyl)-4-butan-2-yl-22-(2-carboxyethyl)-25-(1-hydroxyethyl)-7-[(4-hydroxyphenyl)methyl]-3,6,9,12,18,21,24,27-octaoxo-19-propan-2-yl-2-oxa-5,8,11,17,20,23,26-heptazatricyclo[28.2.2.013,17]tetratriaconta-1(33),30(34),31-trien-28-yl]amino]-1-oxopentan-2-yl]amino]-4-(14-methylpentadecanoylamino)-5-oxopentanoic acid

Details

• Internal ID: d8a08bdd-d07f-4a06-be92-4329f950bac4
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 5-[[5-amino-1-[[10-(3-amino-3-oxopropyl)-4-butan-2-yl-22-(2-carboxyethyl)-25-(1-hydroxyethyl)-7-[(4-hydroxyphenyl)methyl]-3,6,9,12,18,21,24,27-octaoxo-19-propan-2-yl-2-oxa-5,8,11,17,20,23,26-heptazatricyclo[28.2.2.013,17]tetratriaconta-1(33),30(34),31-trien-28-yl]amino]-1-oxopentan-2-yl]amino]-4-(14-methylpentadecanoylamino)-5-oxopentanoic acid
• SMILES (Canonical): CCC(C)C1C(=O)OC2=CC=C(CC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N1)CC4=CC=C(C=C4)O)CCC(=O)N)C(C)C)CCC(=O)O)C(C)O)NC(=O)C(CCCN)NC(=O)C(CCC(=O)O)NC(=O)CCCCCCCCCCCCC(C)C)C=C2
• SMILES (Isomeric): CCC(C)C1C(=O)OC2=CC=C(CC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N1)CC4=CC=C(C=C4)O)CCC(=O)N)C(C)C)CCC(=O)O)C(C)O)NC(=O)C(CCCN)NC(=O)C(CCC(=O)O)NC(=O)CCCCCCCCCCCCC(C)C)C=C2
• InChI: InChI=1S/C74H114N12O19/c1-8-45(6)63-74(104)105-50-31-27-48(28-32-50)42-56(81-65(95)51(22-19-39-75)78-66(96)52(34-37-60(91)92)77-59(90)24-18-16-14-12-10-9-11-13-15-17-21-43(2)3)70(100)85-64(46(7)87)72(102)80-54(35-38-61(93)94)68(98)83-62(44(4)5)73(103)86-40-20-23-57(86)71(101)79-53(33-36-58(76)89)67(97)82-55(69(99)84-63)41-47-25-29-49(88)30-26-47/h25-32,43-46,51-57,62-64,87-88H,8-24,33-42,75H2,1-7H3,(H2,76,89)(H,77,90)(H,78,96)(H,79,101)(H,80,102)(H,81,95)(H,82,97)(H,83,98)(H,84,99)(H,85,100)(H,91,92)(H,93,94)
• InChI Key: NBIYGOFEGHWDDV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₄H₁₁₄N₁₂O₁₉
• Molecular Weight: 1475.80 g/mol
• Exact Mass: 1474.83231945 g/mol
• Topological Polar Surface Area (TPSA): 493.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 18
• H-Bond Donor: 15
• Rotatable Bonds: 36

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6101	61.01%
Caco-2	-	0.8635	86.35%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.5479	54.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8416	84.16%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9548	95.48%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8857	88.57%
CYP3A4 substrate	+	0.7448	74.48%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.7892	78.92%
CYP3A4 inhibition	-	0.7161	71.61%
CYP2C9 inhibition	-	0.9069	90.69%
CYP2C19 inhibition	-	0.8657	86.57%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	-	0.9594	95.94%
CYP2C8 inhibition	+	0.8062	80.62%
CYP inhibitory promiscuity	-	0.9317	93.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.6937	69.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7172	71.72%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6007	60.07%
Acute Oral Toxicity (c)	III	0.5632	56.32%
Estrogen receptor binding	+	0.6236	62.36%
Androgen receptor binding	+	0.7318	73.18%
Thyroid receptor binding	+	0.6480	64.80%
Glucocorticoid receptor binding	+	0.7632	76.32%
Aromatase binding	+	0.7406	74.06%
PPAR gamma	+	0.7665	76.65%
Honey bee toxicity	-	0.6840	68.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9596	95.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.52%	96.09%
CHEMBL3837	P07711	Cathepsin L	99.33%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.30%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.55%	99.17%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	98.38%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	97.14%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.03%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.43%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.02%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.02%	93.00%
CHEMBL220	P22303	Acetylcholinesterase	95.83%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	95.70%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.55%	95.89%
CHEMBL236	P41143	Delta opioid receptor	95.43%	99.35%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.70%	98.05%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	94.29%	95.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	94.27%	94.66%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.17%	93.56%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	93.89%	96.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.64%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.06%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	91.64%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.53%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.48%	97.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.81%	97.64%
CHEMBL1293287	P14735	Insulin-degrading enzyme	90.45%	88.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.35%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.18%	95.56%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	89.81%	96.11%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	89.67%	98.94%
CHEMBL3524	P56524	Histone deacetylase 4	89.55%	92.97%
CHEMBL1255126	O15151	Protein Mdm4	89.47%	90.20%
CHEMBL325	Q13547	Histone deacetylase 1	89.13%	95.92%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	87.84%	98.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.96%	89.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.55%	85.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.41%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.31%	90.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.81%	82.69%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.72%	97.23%
CHEMBL1075317	P61964	WD repeat-containing protein 5	85.26%	96.33%
CHEMBL1902	P62942	FK506-binding protein 1A	85.25%	97.05%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.22%	92.88%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.56%	96.38%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	84.45%	100.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.39%	82.86%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.93%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.86%	99.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.56%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.25%	97.33%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	80.19%	98.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73309066
• LOTUS: LTS0140180
• wikiData: Q105176807