Unk-D-Pro-N(Me)Leu-D-Thr(1)-Unk-Leu-D-Pro-N(Me)Tyr(Me)-(1)

Details

• Internal ID: f30efc3a-5a16-4a9f-b11b-ab2b4643badb
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-N-[(2S)-1-[[(3S,6S,8R,12S,13S,16R,17S,20S,23R)-12-hydroxy-20-[(4-methoxyphenyl)methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8,13-di(propan-2-yl)-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-1-[(2S)-2-hydroxypropanoyl]-N-methylpyrrolidine-2-carboxamide
• SMILES (Canonical): CC1C(C(=O)NC(C(CC(=O)OC(C(=O)C(C(=O)NC(C(=O)N2CCCC2C(=O)N(C(C(=O)O1)CC3=CC=C(C=C3)OC)C)CC(C)C)C)C(C)C)O)C(C)C)NC(=O)C(CC(C)C)N(C)C(=O)C4CCCN4C(=O)C(C)O
• SMILES (Isomeric): C[C@H]1[C@H](C(=O)N[C@H]([C@H](CC(=O)O[C@@H](C(=O)[C@@H](C(=O)N[C@H](C(=O)N2CCC[C@@H]2C(=O)N([C@H](C(=O)O1)CC3=CC=C(C=C3)OC)C)CC(C)C)C)C(C)C)O)C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H]4CCCN4C(=O)[C@H](C)O
• InChI: InChI=1S/C56H87N7O15/c1-29(2)25-38-53(72)63-24-16-18-40(63)55(74)61(13)42(27-36-19-21-37(76-14)22-20-36)56(75)77-35(11)46(59-50(69)41(26-30(3)4)60(12)54(73)39-17-15-23-62(39)52(71)34(10)64)51(70)58-45(31(5)6)43(65)28-44(66)78-48(32(7)8)47(67)33(9)49(68)57-38/h19-22,29-35,38-43,45-46,48,64-65H,15-18,23-28H2,1-14H3,(H,57,68)(H,58,70)(H,59,69)/t33-,34-,35-,38-,39+,40+,41-,42-,43-,45-,46+,48+/m0/s1
• InChI Key: CKVQLVKUIHIXIC-AIYIMQKVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₇N₇O₁₅
• Molecular Weight: 1098.30 g/mol
• Exact Mass: 1097.62601509 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 15
• H-Bond Donor: 5
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6533	65.33%
Caco-2	-	0.8620	86.20%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.3883	38.83%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.7994	79.94%
OATP1B3 inhibitior	+	0.9079	90.79%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8913	89.13%
P-glycoprotein inhibitior	+	0.7487	74.87%
P-glycoprotein substrate	+	0.8839	88.39%
CYP3A4 substrate	+	0.7516	75.16%
CYP2C9 substrate	-	0.7805	78.05%
CYP2D6 substrate	-	0.7917	79.17%
CYP3A4 inhibition	-	0.8087	80.87%
CYP2C9 inhibition	-	0.8787	87.87%
CYP2C19 inhibition	-	0.8932	89.32%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	-	0.9713	97.13%
CYP2C8 inhibition	+	0.7532	75.32%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6131	61.31%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7160	71.60%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8953	89.53%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9295	92.95%
Acute Oral Toxicity (c)	III	0.6513	65.13%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.7755	77.55%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.7340	73.40%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.8335	83.35%
Honey bee toxicity	-	0.6479	64.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8911	89.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.63%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.58%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.26%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.06%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.54%	97.14%
CHEMBL4208	P20618	Proteasome component C5	92.72%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.63%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.17%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.90%	95.89%
CHEMBL333	P08253	Matrix metalloproteinase-2	90.60%	96.31%
CHEMBL340	P08684	Cytochrome P450 3A4	90.52%	91.19%
CHEMBL332	P03956	Matrix metalloproteinase-1	90.52%	94.50%
CHEMBL1902	P62942	FK506-binding protein 1A	89.86%	97.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.52%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.46%	90.71%
CHEMBL204	P00734	Thrombin	88.73%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.07%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.85%	93.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.68%	94.66%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.50%	97.64%
CHEMBL221	P23219	Cyclooxygenase-1	87.39%	90.17%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.76%	95.00%
CHEMBL205	P00918	Carbonic anhydrase II	86.43%	98.44%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.68%	93.56%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.51%	97.86%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.07%	97.56%
CHEMBL255	P29275	Adenosine A2b receptor	84.89%	98.59%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.85%	90.24%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.55%	98.33%
CHEMBL321	P14780	Matrix metalloproteinase 9	84.48%	92.12%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.33%	94.33%
CHEMBL1075317	P61964	WD repeat-containing protein 5	84.14%	96.33%
CHEMBL2514	O95665	Neurotensin receptor 2	83.65%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.56%	99.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.28%	94.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.82%	92.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.62%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.40%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.15%	91.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.70%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.32%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.98%	95.71%
CHEMBL3691	Q13822	Autotaxin	80.59%	96.39%

Plants that contains it

• Grosvenoria rimbachii
• Ligusticum porteri

Cross-Links

• PubChem: 162983035
• LOTUS: LTS0116969
• wikiData: Q104667279