N-[7-(3-amino-3-oxopropyl)-13-[2-hydroxy-3-(2-hydroxyethylamino)-3-oxopropyl]-10-(1H-indol-3-ylmethylidene)-17-(2-methylsulfanylethyl)-2,6,9,12,15,16,19-heptaoxo-1,5,8,11,14,18-hexazabicyclo[18.3.0]tricosan-3-yl]benzamide

Details

• Internal ID: 485f355f-34d1-4a60-b59d-69f98dee21c9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: N-[7-(3-amino-3-oxopropyl)-13-[2-hydroxy-3-(2-hydroxyethylamino)-3-oxopropyl]-10-(1H-indol-3-ylmethylidene)-17-(2-methylsulfanylethyl)-2,6,9,12,15,16,19-heptaoxo-1,5,8,11,14,18-hexazabicyclo[18.3.0]tricosan-3-yl]benzamide
• SMILES (Canonical): CSCCC1C(=O)C(=O)NC(C(=O)NC(=CC2=CNC3=CC=CC=C32)C(=O)NC(C(=O)NCC(C(=O)N4CCCC4C(=O)N1)NC(=O)C5=CC=CC=C5)CCC(=O)N)CC(C(=O)NCCO)O
• SMILES (Isomeric): CSCCC1C(=O)C(=O)NC(C(=O)NC(=CC2=CNC3=CC=CC=C32)C(=O)NC(C(=O)NCC(C(=O)N4CCCC4C(=O)N1)NC(=O)C5=CC=CC=C5)CCC(=O)N)CC(C(=O)NCCO)O
• InChI: InChI=1S/C44H54N10O12S/c1-67-19-15-28-36(58)43(65)52-31(21-34(56)42(64)46-16-18-55)40(62)51-30(20-25-22-47-27-11-6-5-10-26(25)27)39(61)50-29(13-14-35(45)57)38(60)48-23-32(53-37(59)24-8-3-2-4-9-24)44(66)54-17-7-12-33(54)41(63)49-28/h2-6,8-11,20,22,28-29,31-34,47,55-56H,7,12-19,21,23H2,1H3,(H2,45,57)(H,46,64)(H,48,60)(H,49,63)(H,50,61)(H,51,62)(H,52,65)(H,53,59)
• InChI Key: RIJAUTKWSDWZAH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₄N₁₀O₁₂S
• Molecular Weight: 947.00 g/mol
• Exact Mass: 946.36433837 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.55
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9069	90.69%
Caco-2	-	0.8842	88.42%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.3852	38.52%
OATP2B1 inhibitior	-	0.5828	58.28%
OATP1B1 inhibitior	+	0.8198	81.98%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.8209	82.09%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9530	95.30%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	+	0.8734	87.34%
CYP3A4 substrate	+	0.7388	73.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	-	0.8793	87.93%
CYP2C9 inhibition	-	0.8279	82.79%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.8896	88.96%
CYP1A2 inhibition	-	0.9022	90.22%
CYP2C8 inhibition	+	0.8050	80.50%
CYP inhibitory promiscuity	-	0.8971	89.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5859	58.59%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.7530	75.30%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6513	65.13%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6965	69.65%
Acute Oral Toxicity (c)	III	0.6019	60.19%
Estrogen receptor binding	+	0.8110	81.10%
Androgen receptor binding	+	0.7161	71.61%
Thyroid receptor binding	+	0.5855	58.55%
Glucocorticoid receptor binding	+	0.5558	55.58%
Aromatase binding	+	0.6131	61.31%
PPAR gamma	+	0.7531	75.31%
Honey bee toxicity	-	0.6801	68.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8202	82.02%

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	99.77%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.43%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.22%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.79%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.23%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.81%	90.08%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.69%	96.31%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	94.32%	90.71%
CHEMBL204	P00734	Thrombin	93.50%	96.01%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.35%	99.23%
CHEMBL228	P31645	Serotonin transporter	91.59%	95.51%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.47%	88.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	90.90%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.85%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.60%	94.45%
CHEMBL3384	Q16512	Protein kinase N1	90.32%	80.71%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	89.97%	88.42%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.71%	93.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.87%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.44%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.44%	89.62%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.22%	94.66%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.46%	90.95%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.23%	94.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.68%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.48%	94.08%
CHEMBL1902	P62942	FK506-binding protein 1A	83.82%	97.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.57%	93.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.51%	94.23%
CHEMBL321	P14780	Matrix metalloproteinase 9	83.08%	92.12%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.88%	91.07%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.85%	97.64%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	82.78%	98.24%
CHEMBL221	P23219	Cyclooxygenase-1	82.15%	90.17%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.05%	96.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.36%	98.33%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 162955199
• LOTUS: LTS0267609
• wikiData: Q105181925