(3S,7S,10S,13E)-10-[(2S)-butan-2-yl]-6-[(2S)-2-(dimethylamino)-3-phenylpropanoyl]-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.03,7]nonadeca-1(19),13,15,17-tetraene-8,11-dione

Details

• Internal ID: 2d211078-6609-4cb1-a6b4-138df9465591
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,7S,10S,13E)-10-[(2S)-butan-2-yl]-6-[(2S)-2-(dimethylamino)-3-phenylpropanoyl]-16-methoxy-2-oxa-6,9,12-triazatricyclo[13.3.1.03,7]nonadeca-1(19),13,15,17-tetraene-8,11-dione
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=C(C=CC(=C2)OC3CCN(C3C(=O)N1)C(=O)C(CC4=CC=CC=C4)N(C)C)OC
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N/C=C/C2=C(C=CC(=C2)O[C@H]3CCN([C@@H]3C(=O)N1)C(=O)[C@H](CC4=CC=CC=C4)N(C)C)OC
• InChI: InChI=1S/C31H40N4O5/c1-6-20(2)27-29(36)32-16-14-22-19-23(12-13-25(22)39-5)40-26-15-17-35(28(26)30(37)33-27)31(38)24(34(3)4)18-21-10-8-7-9-11-21/h7-14,16,19-20,24,26-28H,6,15,17-18H2,1-5H3,(H,32,36)(H,33,37)/b16-14+/t20-,24-,26-,27-,28-/m0/s1
• InChI Key: HNXUZKFGAGMGCX-RYWIVXJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀N₄O₅
• Molecular Weight: 548.70 g/mol
• Exact Mass: 548.29987039 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9585	95.85%
Caco-2	-	0.6623	66.23%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6478	64.78%
OATP2B1 inhibitior	-	0.5737	57.37%
OATP1B1 inhibitior	+	0.8553	85.53%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9703	97.03%
P-glycoprotein inhibitior	+	0.9170	91.70%
P-glycoprotein substrate	+	0.7959	79.59%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7244	72.44%
CYP3A4 inhibition	+	0.6954	69.54%
CYP2C9 inhibition	-	0.8293	82.93%
CYP2C19 inhibition	-	0.7817	78.17%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.8859	88.59%
CYP2C8 inhibition	+	0.5557	55.57%
CYP inhibitory promiscuity	-	0.8091	80.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5982	59.82%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9678	96.78%
Skin irritation	-	0.7920	79.20%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7952	79.52%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8929	89.29%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8070	80.70%
Acute Oral Toxicity (c)	III	0.6765	67.65%
Estrogen receptor binding	+	0.7124	71.24%
Androgen receptor binding	+	0.6768	67.68%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	+	0.8012	80.12%
Aromatase binding	-	0.5559	55.59%
PPAR gamma	+	0.7659	76.59%
Honey bee toxicity	-	0.7895	78.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5123	51.23%
Fish aquatic toxicity	+	0.9781	97.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.16%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.10%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL3837	P07711	Cathepsin L	94.44%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.81%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.35%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.30%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.55%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.33%	90.00%
CHEMBL4072	P07858	Cathepsin B	88.17%	93.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.58%	93.00%
CHEMBL2535	P11166	Glucose transporter	87.26%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.83%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.60%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.17%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.12%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	82.96%	90.17%
CHEMBL204	P00734	Thrombin	82.95%	96.01%
CHEMBL1255126	O15151	Protein Mdm4	82.66%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.09%	94.00%

Plants that contains it

• Paliurus ramosissimus

Cross-Links

• PubChem: 101063136
• LOTUS: LTS0151041
• wikiData: Q105031112