Xentrivalpeptide N

Details

• Internal ID: 2e5a4f88-a7c8-4a96-90ec-b9594c7c2d6f
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-N-[(3R,6S,7R,10S,13S,16S,19S)-3-benzyl-13-butan-2-yl-7-methyl-2,5,9,12,15,18-hexaoxo-10,16-di(propan-2-yl)-8-oxa-1,4,11,14,17-pentazabicyclo[17.3.0]docosan-6-yl]-3-methyl-2-[(2-phenylacetyl)amino]butanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N1)C(C)C)CC3=CC=CC=C3)NC(=O)C(C(C)C)NC(=O)CC4=CC=CC=C4)C)C(C)C
• SMILES (Isomeric): CCC(C)[C@H]1C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N1)C(C)C)CC3=CC=CC=C3)NC(=O)[C@H](C(C)C)NC(=O)CC4=CC=CC=C4)C)C(C)C
• InChI: InChI=1S/C47H67N7O9/c1-10-29(8)39-44(59)51-38(28(6)7)47(62)63-30(9)40(53-42(57)36(26(2)3)49-35(55)25-32-20-15-12-16-21-32)45(60)48-33(24-31-18-13-11-14-19-31)46(61)54-23-17-22-34(54)41(56)50-37(27(4)5)43(58)52-39/h11-16,18-21,26-30,33-34,36-40H,10,17,22-25H2,1-9H3,(H,48,60)(H,49,55)(H,50,56)(H,51,59)(H,52,58)(H,53,57)/t29?,30-,33-,34+,36+,37+,38+,39+,40+/m1/s1
• InChI Key: ZEHNAAMWUGMSJI-DKTBIUJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₇N₇O₉
• Molecular Weight: 874.10 g/mol
• Exact Mass: 873.50002674 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7766	77.66%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4325	43.25%
OATP2B1 inhibitior	-	0.5632	56.32%
OATP1B1 inhibitior	+	0.8351	83.51%
OATP1B3 inhibitior	+	0.9183	91.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9252	92.52%
P-glycoprotein inhibitior	+	0.7700	77.00%
P-glycoprotein substrate	+	0.8456	84.56%
CYP3A4 substrate	+	0.6910	69.10%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8219	82.19%
CYP3A4 inhibition	-	0.6226	62.26%
CYP2C9 inhibition	-	0.8774	87.74%
CYP2C19 inhibition	-	0.7930	79.30%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.9591	95.91%
CYP2C8 inhibition	+	0.5304	53.04%
CYP inhibitory promiscuity	-	0.8931	89.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6177	61.77%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.8090	80.90%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7666	76.66%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6944	69.44%
skin sensitisation	-	0.9007	90.07%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6098	60.98%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	+	0.6466	64.66%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.6838	68.38%
Aromatase binding	+	0.5854	58.54%
PPAR gamma	+	0.7761	77.61%
Honey bee toxicity	-	0.7948	79.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9761	97.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.30%	96.31%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.97%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	97.10%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.60%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.30%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.22%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.91%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.91%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.40%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.79%	94.66%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.95%	82.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.90%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.66%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.44%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.39%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.27%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.61%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.51%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.79%	93.56%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.79%	95.48%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.51%	92.67%

Plants that contains it

• Calophyllum brasiliense

Cross-Links

• PubChem: 139583857
• LOTUS: LTS0183102
• wikiData: Q105031525