(2R)-N-[(2S)-5-amino-1-[[(2R,3S)-1-[[(3S,6Z,9S,12R,15R,18R,19R)-9-benzyl-15-[(2S)-butan-2-yl]-6-ethylidene-19-methyl-2,5,8,11,14,17-hexaoxo-3,12-di(propan-2-yl)-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]-1-[(2R)-2-[[(2S)-2-[[(2S,3R)-3-hydroxy-2-[[(2R)-2-[(5-hydroxy-5-methylhexanoyl)amino]-3-methylbutanoyl]amino]butanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]pyrrolidine-2-carboxamide

Details

• Internal ID: 1557b481-6885-4279-a567-dd6778855761
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-N-[(2S)-5-amino-1-[[(2R,3S)-1-[[(3S,6Z,9S,12R,15R,18R,19R)-9-benzyl-15-[(2S)-butan-2-yl]-6-ethylidene-19-methyl-2,5,8,11,14,17-hexaoxo-3,12-di(propan-2-yl)-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]-1-[(2R)-2-[[(2S)-2-[[(2S,3R)-3-hydroxy-2-[[(2R)-2-[(5-hydroxy-5-methylhexanoyl)amino]-3-methylbutanoyl]amino]butanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]pyrrolidine-2-carboxamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(=CC)C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C(C(C)CC)NC(=O)C(CCCN)NC(=O)C2CCCN2C(=O)C(C(C)C)NC(=O)C(C(C)C)NC(=O)C(C(C)O)NC(=O)C(C(C)C)NC(=O)CCCC(C)(C)O)C)C(C)C)CC3=CC=CC=C3)C(C)C
• SMILES (Isomeric): CC[C@H](C)[C@@H]1C(=O)N[C@@H](C(=O)N[C@H](C(=O)N/C(=C\C)/C(=O)N[C@H](C(=O)O[C@@H]([C@H](C(=O)N1)NC(=O)[C@@H]([C@@H](C)CC)NC(=O)[C@H](CCCN)NC(=O)[C@H]2CCCN2C(=O)[C@@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H](C(C)C)NC(=O)CCCC(C)(C)O)C)C(C)C)CC3=CC=CC=C3)C(C)C
• InChI: InChI=1S/C75H124N14O17/c1-20-43(14)58(70(100)88-61-46(17)106-74(104)57(42(12)13)84-62(92)48(22-3)77-64(94)50(37-47-29-24-23-25-30-47)79-66(96)54(39(6)7)81-69(99)59(44(15)21-2)86-72(61)102)85-63(93)49(31-27-35-76)78-65(95)51-32-28-36-89(51)73(103)56(41(10)11)83-68(98)55(40(8)9)82-71(101)60(45(16)90)87-67(97)53(38(4)5)80-52(91)33-26-34-75(18,19)105/h22-25,29-30,38-46,49-51,53-61,90,105H,20-21,26-28,31-37,76H2,1-19H3,(H,77,94)(H,78,95)(H,79,96)(H,80,91)(H,81,99)(H,82,101)(H,83,98)(H,84,92)(H,85,93)(H,86,102)(H,87,97)(H,88,100)/b48-22-/t43-,44-,45+,46+,49-,50-,51+,53+,54+,55-,56+,57-,58+,59+,60-,61+/m0/s1
• InChI Key: ALXLPJFIZHADTG-IPNDZPKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₅H₁₂₄N₁₄O₁₇
• Molecular Weight: 1493.90 g/mol
• Exact Mass: 1492.92688854 g/mol
• Topological Polar Surface Area (TPSA): 462.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 18
• H-Bond Donor: 15
• Rotatable Bonds: 33

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5784	57.84%
Caco-2	-	0.8633	86.33%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.6074	60.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8122	81.22%
OATP1B3 inhibitior	+	0.9249	92.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9812	98.12%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.8798	87.98%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	0.8015	80.15%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8425	84.25%
CYP2C19 inhibition	-	0.8004	80.04%
CYP2D6 inhibition	-	0.9067	90.67%
CYP1A2 inhibition	-	0.8619	86.19%
CYP2C8 inhibition	+	0.7882	78.82%
CYP inhibitory promiscuity	-	0.9128	91.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5511	55.11%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7596	75.96%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7174	71.74%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6086	60.86%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6125	61.25%
Estrogen receptor binding	+	0.5839	58.39%
Androgen receptor binding	+	0.7043	70.43%
Thyroid receptor binding	+	0.7319	73.19%
Glucocorticoid receptor binding	+	0.8017	80.17%
Aromatase binding	+	0.7746	77.46%
PPAR gamma	+	0.7870	78.70%
Honey bee toxicity	-	0.6648	66.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9047	90.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.83%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.26%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.65%	91.11%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	98.45%	98.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.73%	97.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.01%	97.64%
CHEMBL2514	O95665	Neurotensin receptor 2	96.84%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.82%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	96.74%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	96.00%	97.14%
CHEMBL4588	P22894	Matrix metalloproteinase 8	95.94%	94.66%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.65%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.45%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.28%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.89%	99.17%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.22%	82.38%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.72%	95.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	91.54%	98.24%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.28%	96.31%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.26%	93.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	90.96%	88.42%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.77%	93.03%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	90.57%	97.50%
CHEMBL4581	P52732	Kinesin-like protein 1	90.46%	93.18%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.35%	88.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.10%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	88.48%	89.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.08%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.45%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.65%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	85.06%	98.59%
CHEMBL204	P00734	Thrombin	84.47%	96.01%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.10%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.69%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.42%	96.37%

Plants that contains it

• Rheum australe

Cross-Links

• PubChem: 44613907
• NPASS: NPC205400