N-[7-(1H-indol-2-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-2-(methylamino)hexanamide

Details

• Internal ID: 99ed81b7-42a1-44c6-9deb-7082af81dcdf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: N-[7-(1H-indol-2-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-2-(methylamino)hexanamide
• SMILES (Canonical): CCCCC(C(=O)NC1C(OC2=CC=C(C=C2)C=CNC(=O)C(NC1=O)CC3=CC4=CC=CC=C4N3)C(C)C)NC
• SMILES (Isomeric): CCCCC(C(=O)NC1C(OC2=CC=C(C=C2)C=CNC(=O)C(NC1=O)CC3=CC4=CC=CC=C4N3)C(C)C)NC
• InChI: InChI=1S/C32H41N5O4/c1-5-6-10-26(33-4)31(39)37-28-29(20(2)3)41-24-14-12-21(13-15-24)16-17-34-30(38)27(36-32(28)40)19-23-18-22-9-7-8-11-25(22)35-23/h7-9,11-18,20,26-29,33,35H,5-6,10,19H2,1-4H3,(H,34,38)(H,36,40)(H,37,39)
• InChI Key: RQKHBSFTWMNHGF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₁N₅O₄
• Molecular Weight: 559.70 g/mol
• Exact Mass: 559.31585481 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	-	0.8187	81.87%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4201	42.01%
OATP2B1 inhibitior	-	0.5672	56.72%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.8232	82.32%
OCT2 inhibitior	-	0.9322	93.22%
BSEP inhibitior	+	0.9936	99.36%
P-glycoprotein inhibitior	+	0.8783	87.83%
P-glycoprotein substrate	+	0.7589	75.89%
CYP3A4 substrate	+	0.6748	67.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7783	77.83%
CYP3A4 inhibition	+	0.8397	83.97%
CYP2C9 inhibition	-	0.6446	64.46%
CYP2C19 inhibition	-	0.6676	66.76%
CYP2D6 inhibition	-	0.8398	83.98%
CYP1A2 inhibition	-	0.7115	71.15%
CYP2C8 inhibition	+	0.6534	65.34%
CYP inhibitory promiscuity	+	0.8677	86.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5629	56.29%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9660	96.60%
Skin irritation	-	0.7823	78.23%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8948	89.48%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8645	86.45%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7001	70.01%
Acute Oral Toxicity (c)	III	0.6159	61.59%
Estrogen receptor binding	+	0.8005	80.05%
Androgen receptor binding	+	0.7840	78.40%
Thyroid receptor binding	+	0.6037	60.37%
Glucocorticoid receptor binding	+	0.7073	70.73%
Aromatase binding	-	0.5114	51.14%
PPAR gamma	+	0.8319	83.19%
Honey bee toxicity	-	0.8565	85.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.9603	96.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.11%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.34%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL3837	P07711	Cathepsin L	94.20%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	90.72%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.77%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.12%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.72%	82.69%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.27%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.52%	94.45%
CHEMBL256	P0DMS8	Adenosine A3 receptor	86.11%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.84%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.45%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.18%	96.47%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.70%	92.29%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.60%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.51%	90.71%
CHEMBL3891	P07384	Calpain 1	83.27%	93.04%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.46%	96.90%
CHEMBL2535	P11166	Glucose transporter	82.28%	98.75%
CHEMBL4644	P41968	Melanocortin receptor 3	82.01%	99.52%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.33%	92.62%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.02%	92.08%

Plants that contains it

• Ceanothus americanus

Cross-Links

• PubChem: 162979914
• LOTUS: LTS0095869
• wikiData: Q105243364