4-[[15-(5-Amino-5-iminopentyl)-2-benzyl-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-2,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(butanoylamino)-4-oxobutanoic acid

Details

• Internal ID: d4b023dc-b2cd-4d59-840e-92f47a428f9f
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 4-[[15-(5-amino-5-iminopentyl)-2-benzyl-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-2,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(butanoylamino)-4-oxobutanoic acid
• SMILES (Canonical): CCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)N(C2C(CCC(C2=O)NC(=O)C(NC1=O)CCCCC(=N)N)O)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)C
• SMILES (Isomeric): CCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)N(C2C(CCC(C2=O)NC(=O)C(NC1=O)CCCCC(=N)N)O)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)C
• InChI: InChI=1S/C48H67N9O13/c1-6-12-37(60)51-33(24-38(61)62)44(65)55-40-27(4)70-47(68)39(26(2)3)54-45(66)34(23-28-17-19-30(58)20-18-28)56(5)48(69)57(25-29-13-8-7-9-14-29)41-35(59)22-21-31(42(41)63)52-43(64)32(53-46(40)67)15-10-11-16-36(49)50/h7-9,13-14,17-20,26-27,31-35,39-41,58-59H,6,10-12,15-16,21-25H2,1-5H3,(H3,49,50)(H,51,60)(H,52,64)(H,53,67)(H,54,66)(H,55,65)(H,61,62)
• InChI Key: RXTQFABPPDUDPE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₇N₉O₁₃
• Molecular Weight: 978.10 g/mol
• Exact Mass: 977.48583323 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7468	74.68%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.3632	36.32%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8015	80.15%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8588	85.88%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.8997	89.97%
CYP3A4 substrate	+	0.7429	74.29%
CYP2C9 substrate	+	0.5818	58.18%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.8518	85.18%
CYP2C9 inhibition	-	0.7951	79.51%
CYP2C19 inhibition	-	0.7520	75.20%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.8657	86.57%
CYP2C8 inhibition	+	0.8024	80.24%
CYP inhibitory promiscuity	-	0.9712	97.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3766	37.66%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5821	58.21%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8349	83.49%
Acute Oral Toxicity (c)	III	0.5704	57.04%
Estrogen receptor binding	+	0.8171	81.71%
Androgen receptor binding	+	0.7047	70.47%
Thyroid receptor binding	+	0.5833	58.33%
Glucocorticoid receptor binding	+	0.5794	57.94%
Aromatase binding	+	0.5994	59.94%
PPAR gamma	+	0.7880	78.80%
Honey bee toxicity	-	0.6897	68.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9585	95.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	100.00%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.84%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.38%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.67%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.32%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.56%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.46%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.15%	97.14%
CHEMBL4072	P07858	Cathepsin B	89.72%	93.67%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.05%	90.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.64%	96.47%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	87.44%	96.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.86%	95.89%
CHEMBL3891	P07384	Calpain 1	86.41%	93.04%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.05%	90.08%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.70%	89.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.23%	92.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.77%	99.23%
CHEMBL2535	P11166	Glucose transporter	83.24%	98.75%
CHEMBL1949	P62937	Cyclophilin A	82.93%	98.57%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.62%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.36%	89.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.05%	97.23%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	82.01%	82.86%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.89%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.64%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.92%	90.17%
CHEMBL1293287	P14735	Insulin-degrading enzyme	80.77%	88.10%
CHEMBL2000	P03952	Plasma kallikrein	80.18%	93.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590679
• LOTUS: LTS0046346
• wikiData: Q104197048