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

Details

• Internal ID: 270430f4-ca69-4a8a-aa2c-b394d4f62a71
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 2-(dimethylamino)-N-[7-(1H-indol-3-yl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-methylpentanamide
• SMILES (Canonical): CCC(C)C(C(=O)NC1C(OC2=CC=C(C=C2)C=CNC(=O)C(NC1=O)C3=CNC4=CC=CC=C43)C(C)C)N(C)C
• SMILES (Isomeric): CCC(C)C(C(=O)NC1C(OC2=CC=C(C=C2)C=CNC(=O)C(NC1=O)C3=CNC4=CC=CC=C43)C(C)C)N(C)C
• InChI: InChI=1S/C32H41N5O4/c1-7-20(4)28(37(5)6)32(40)36-27-29(19(2)3)41-22-14-12-21(13-15-22)16-17-33-30(38)26(35-31(27)39)24-18-34-25-11-9-8-10-23(24)25/h8-20,26-29,34H,7H2,1-6H3,(H,33,38)(H,35,39)(H,36,40)
• InChI Key: MBSVHPAMGCNOTB-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): 116.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9010	90.10%
Caco-2	-	0.7605	76.05%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4064	40.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.6504	65.04%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9766	97.66%
P-glycoprotein inhibitior	+	0.8567	85.67%
P-glycoprotein substrate	+	0.7795	77.95%
CYP3A4 substrate	+	0.6908	69.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7449	74.49%
CYP3A4 inhibition	+	0.7803	78.03%
CYP2C9 inhibition	-	0.7586	75.86%
CYP2C19 inhibition	-	0.7523	75.23%
CYP2D6 inhibition	-	0.8758	87.58%
CYP1A2 inhibition	-	0.5559	55.59%
CYP2C8 inhibition	+	0.4706	47.06%
CYP inhibitory promiscuity	+	0.7362	73.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5164	51.64%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9526	95.26%
Skin irritation	-	0.7951	79.51%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7542	75.42%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5427	54.27%
skin sensitisation	-	0.8731	87.31%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7887	78.87%
Acute Oral Toxicity (c)	III	0.6162	61.62%
Estrogen receptor binding	+	0.7453	74.53%
Androgen receptor binding	+	0.7513	75.13%
Thyroid receptor binding	+	0.6016	60.16%
Glucocorticoid receptor binding	+	0.7202	72.02%
Aromatase binding	-	0.5487	54.87%
PPAR gamma	+	0.7797	77.97%
Honey bee toxicity	-	0.7824	78.24%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9690	96.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL3837	P07711	Cathepsin L	94.87%	96.61%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.62%	88.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	93.07%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.78%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	91.67%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.30%	90.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.01%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.11%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.22%	83.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.47%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	87.33%	90.17%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.08%	97.56%
CHEMBL2996	Q05655	Protein kinase C delta	84.78%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	84.35%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.03%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.54%	97.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.88%	97.64%
CHEMBL5028	O14672	ADAM10	82.56%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.96%	95.89%

Plants that contains it

• Discaria americana

Cross-Links

• PubChem: 162897491
• LOTUS: LTS0154486
• wikiData: Q105160944