(2S)-1-[(2S)-2-(dimethylamino)-3-(1H-indol-3-yl)propanoyl]-N-[(3S,4S,7S,10Z)-7-(2-methylpropyl)-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]pyrrolidine-2-carboxamide

Details

• Internal ID: 2d8ec2c0-0332-4948-9a62-bf3ddd91a2b7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-1-[(2S)-2-(dimethylamino)-3-(1H-indol-3-yl)propanoyl]-N-[(3S,4S,7S,10Z)-7-(2-methylpropyl)-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]pyrrolidine-2-carboxamide
• SMILES (Canonical): CC(C)CC1C(=O)NC=CC2=CC=C(C=C2)OC(C(C(=O)N1)NC(=O)C3CCCN3C(=O)C(CC4=CNC5=CC=CC=C54)N(C)C)C6=CC=CC=C6
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N/C=C\C2=CC=C(C=C2)O[C@H]([C@@H](C(=O)N1)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CC4=CNC5=CC=CC=C54)N(C)C)C6=CC=CC=C6
• InChI: InChI=1S/C41H48N6O5/c1-26(2)23-33-38(48)42-21-20-27-16-18-30(19-17-27)52-37(28-11-6-5-7-12-28)36(40(50)44-33)45-39(49)34-15-10-22-47(34)41(51)35(46(3)4)24-29-25-43-32-14-9-8-13-31(29)32/h5-9,11-14,16-21,25-26,33-37,43H,10,15,22-24H2,1-4H3,(H,42,48)(H,44,50)(H,45,49)/b21-20-/t33-,34-,35-,36-,37-/m0/s1
• InChI Key: SXBGDMUNBWTLBU-AHZKFKTKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₈N₆O₅
• Molecular Weight: 704.90 g/mol
• Exact Mass: 704.36861865 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9662	96.62%
Caco-2	-	0.8340	83.40%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5678	56.78%
OATP2B1 inhibitior	+	0.5733	57.33%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.7104	71.04%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9670	96.70%
P-glycoprotein inhibitior	+	0.8408	84.08%
P-glycoprotein substrate	+	0.8078	80.78%
CYP3A4 substrate	+	0.7220	72.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7609	76.09%
CYP3A4 inhibition	+	0.6592	65.92%
CYP2C9 inhibition	-	0.8275	82.75%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.8464	84.64%
CYP1A2 inhibition	-	0.8866	88.66%
CYP2C8 inhibition	+	0.5958	59.58%
CYP inhibitory promiscuity	-	0.7672	76.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5968	59.68%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.7778	77.78%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8420	84.20%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8847	88.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7321	73.21%
Acute Oral Toxicity (c)	III	0.6763	67.63%
Estrogen receptor binding	+	0.8189	81.89%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.6238	62.38%
Glucocorticoid receptor binding	+	0.7450	74.50%
Aromatase binding	+	0.5602	56.02%
PPAR gamma	+	0.7691	76.91%
Honey bee toxicity	-	0.7833	78.33%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9868	98.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	99.74%	89.63%
CHEMBL2581	P07339	Cathepsin D	99.27%	98.95%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.51%	97.64%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.07%	88.56%
CHEMBL3837	P07711	Cathepsin L	96.81%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL321	P14780	Matrix metalloproteinase 9	96.51%	92.12%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.23%	90.08%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	95.41%	98.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.90%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	94.18%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.37%	96.31%
CHEMBL340	P08684	Cytochrome P450 3A4	91.93%	91.19%
CHEMBL4073	P09237	Matrix metalloproteinase 7	90.71%	97.56%
CHEMBL332	P03956	Matrix metalloproteinase-1	90.10%	94.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.35%	93.99%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.22%	100.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	88.72%	98.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.31%	92.62%
CHEMBL204	P00734	Thrombin	87.51%	96.01%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.42%	90.71%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.30%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.09%	85.14%
CHEMBL5028	O14672	ADAM10	85.00%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	84.88%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.67%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.55%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.42%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.42%	96.47%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.67%	95.71%
CHEMBL4208	P20618	Proteasome component C5	81.52%	90.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.33%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.60%	95.83%

Plants that contains it

• Paliurus hemsleyanus

Cross-Links

• PubChem: 163185827
• LOTUS: LTS0204283
• wikiData: Q105263022