13-benzyl-7-(1-hydroxyethyl)-16-(hydroxymethyl)-4-(1H-indol-3-ylmethylidene)-10-methyl-2,5,8,11,14,17-hexazabicyclo[17.4.0]tricosa-1(23),19,21-triene-3,6,9,12,15,18-hexone

Details

• Internal ID: a2fd2315-0719-4ca2-b1d6-58cb6f5cc7e1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 13-benzyl-7-(1-hydroxyethyl)-16-(hydroxymethyl)-4-(1H-indol-3-ylmethylidene)-10-methyl-2,5,8,11,14,17-hexazabicyclo[17.4.0]tricosa-1(23),19,21-triene-3,6,9,12,15,18-hexone
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(=CC2=CNC3=CC=CC=C32)C(=O)NC4=CC=CC=C4C(=O)NC(C(=O)NC(C(=O)N1)CC5=CC=CC=C5)CO)C(C)O
• SMILES (Isomeric): CC1C(=O)NC(C(=O)NC(=CC2=CNC3=CC=CC=C32)C(=O)NC4=CC=CC=C4C(=O)NC(C(=O)NC(C(=O)N1)CC5=CC=CC=C5)CO)C(C)O
• InChI: InChI=1S/C37H39N7O8/c1-20-32(47)44-31(21(2)46)37(52)42-29(17-23-18-38-26-14-8-6-12-24(23)26)35(50)40-27-15-9-7-13-25(27)33(48)43-30(19-45)36(51)41-28(34(49)39-20)16-22-10-4-3-5-11-22/h3-15,17-18,20-21,28,30-31,38,45-46H,16,19H2,1-2H3,(H,39,49)(H,40,50)(H,41,51)(H,42,52)(H,43,48)(H,44,47)
• InChI Key: NDYHVWGWXSGACG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₉N₇O₈
• Molecular Weight: 709.70 g/mol
• Exact Mass: 709.28601123 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.47
• H-Bond Acceptor: 8
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	-	0.8863	88.63%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6701	67.01%
OATP2B1 inhibitior	+	0.5727	57.27%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	-	0.9649	96.49%
BSEP inhibitior	+	0.9830	98.30%
P-glycoprotein inhibitior	+	0.7352	73.52%
P-glycoprotein substrate	+	0.7588	75.88%
CYP3A4 substrate	+	0.6943	69.43%
CYP2C9 substrate	+	0.6101	61.01%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.8772	87.72%
CYP2C9 inhibition	-	0.6715	67.15%
CYP2C19 inhibition	-	0.7452	74.52%
CYP2D6 inhibition	-	0.8900	89.00%
CYP1A2 inhibition	-	0.5368	53.68%
CYP2C8 inhibition	+	0.5651	56.51%
CYP inhibitory promiscuity	-	0.5650	56.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6402	64.02%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.8123	81.23%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7755	77.55%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8824	88.24%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5636	56.36%
Acute Oral Toxicity (c)	III	0.6560	65.60%
Estrogen receptor binding	+	0.7654	76.54%
Androgen receptor binding	+	0.7991	79.91%
Thyroid receptor binding	+	0.6390	63.90%
Glucocorticoid receptor binding	+	0.6450	64.50%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7759	77.59%
Honey bee toxicity	-	0.7682	76.82%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7583	75.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.39%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.50%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.29%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	97.67%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.77%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.56%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.64%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.32%	90.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.09%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.72%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	89.36%	83.82%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.26%	88.56%
CHEMBL1949	P62937	Cyclophilin A	87.32%	98.57%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.15%	92.88%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.13%	93.03%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.82%	83.10%
CHEMBL221	P23219	Cyclooxygenase-1	85.57%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.39%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.73%	94.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.46%	91.71%
CHEMBL202	P00374	Dihydrofolate reductase	84.41%	89.92%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.98%	83.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.04%	95.93%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	81.83%	95.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.76%	99.23%
CHEMBL2535	P11166	Glucose transporter	81.72%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.66%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.29%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.23%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75046406
• LOTUS: LTS0003472
• wikiData: Q104172377