(3R,6S,9R,13S,16S,19R,22S)-16-(1H-indol-3-ylmethyl)-6,9-dimethyl-13-(6-methylheptyl)-3,19-bis(2-methylpropyl)-1,4,10,14,17,20-hexazabicyclo[20.3.0]pentacosane-2,5,8,11,15,18,21-heptone

Details

• Internal ID: 8dede8c0-79af-4a58-9a7a-f818611e8875
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3R,6S,9R,13S,16S,19R,22S)-16-(1H-indol-3-ylmethyl)-6,9-dimethyl-13-(6-methylheptyl)-3,19-bis(2-methylpropyl)-1,4,10,14,17,20-hexazabicyclo[20.3.0]pentacosane-2,5,8,11,15,18,21-heptone
• InChI: InChI=1S/C46H71N7O7/c1-27(2)15-10-9-11-16-33-25-41(55)48-31(8)40(54)23-30(7)42(56)52-38(22-29(5)6)46(60)53-20-14-19-39(53)45(59)51-36(21-28(3)4)44(58)50-37(43(57)49-33)24-32-26-47-35-18-13-12-17-34(32)35/h12-13,17-18,26-31,33,36-39,47H,9-11,14-16,19-25H2,1-8H3,(H,48,55)(H,49,57)(H,50,58)(H,51,59)(H,52,56)/t30-,31+,33-,36+,37-,38+,39-/m0/s1
• InChI Key: XRQYTURCNQEJNM-ZMWVRYHSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₁N₇O₇
• Molecular Weight: 834.10 g/mol
• Exact Mass: 833.54149763 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8997	89.97%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9191	91.91%
MATE1 inhibitior	-	0.8035	80.35%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9797	97.97%
P-glycoprotein inhibitior	+	0.7744	77.44%
P-glycoprotein substrate	+	0.8554	85.54%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8076	80.76%
CYP3A4 inhibition	-	0.8431	84.31%
CYP2C9 inhibition	-	0.7427	74.27%
CYP2C19 inhibition	-	0.7457	74.57%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.8991	89.91%
CYP2C8 inhibition	+	0.6067	60.67%
CYP inhibitory promiscuity	-	0.6658	66.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6908	69.08%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.7999	79.99%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7099	70.99%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6297	62.97%
Acute Oral Toxicity (c)	III	0.6827	68.27%
Estrogen receptor binding	+	0.8200	82.00%
Androgen receptor binding	+	0.5451	54.51%
Thyroid receptor binding	+	0.5759	57.59%
Glucocorticoid receptor binding	+	0.6161	61.61%
Aromatase binding	+	0.6566	65.66%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.7768	77.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8888	88.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.76%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	99.52%	92.97%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.74%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.31%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	98.16%	94.75%
CHEMBL321	P14780	Matrix metalloproteinase 9	97.55%	92.12%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.49%	97.64%
CHEMBL4040	P28482	MAP kinase ERK2	97.25%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.89%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.53%	95.56%
CHEMBL325	Q13547	Histone deacetylase 1	96.32%	95.92%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.20%	93.99%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	95.81%	90.71%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.94%	82.38%
CHEMBL1902	P62942	FK506-binding protein 1A	93.80%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.21%	97.09%
CHEMBL228	P31645	Serotonin transporter	91.72%	95.51%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.85%	91.81%
CHEMBL217	P14416	Dopamine D2 receptor	90.06%	95.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.99%	89.62%
CHEMBL1907	P15144	Aminopeptidase N	89.12%	93.31%
CHEMBL1914	P06276	Butyrylcholinesterase	89.11%	95.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	87.58%	98.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.37%	89.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.98%	91.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.84%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.71%	97.25%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.31%	95.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.58%	99.18%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.31%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.99%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.84%	99.23%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.33%	91.76%
CHEMBL3045	P05771	Protein kinase C beta	82.80%	97.63%
CHEMBL2996	Q05655	Protein kinase C delta	82.43%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.07%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.46%	93.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.15%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163193904
• LOTUS: LTS0165166
• wikiData: Q105340693