(2R)-N-[(3S,9S,12S,15S,18S,21S,24S,28R,29R,30S)-15-(3-amino-3-oxopropyl)-9-benzyl-18-[(2S,3R)-3-chlorobutan-2-yl]-28-hydroxy-12-[(1S)-1-hydroxyethyl]-22,24,30-trimethyl-21-(2-methylpropyl)-2,5,8,11,14,17,20,23,26-nonaoxo-3-propyl-1-oxa-4,7,10,13,16,19,22,25-octazacyclotriacont-29-yl]-2-formamido-4-methylpentanamide

Details

• Internal ID: 5f9f7e24-de2f-4c75-9dce-a126c78349f0
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-N-[(3S,9S,12S,15S,18S,21S,24S,28R,29R,30S)-15-(3-amino-3-oxopropyl)-9-benzyl-18-[(2S,3R)-3-chlorobutan-2-yl]-28-hydroxy-12-[(1S)-1-hydroxyethyl]-22,24,30-trimethyl-21-(2-methylpropyl)-2,5,8,11,14,17,20,23,26-nonaoxo-3-propyl-1-oxa-4,7,10,13,16,19,22,25-octazacyclotriacont-29-yl]-2-formamido-4-methylpentanamide
• SMILES (Canonical): CCCC1C(=O)OC(C(C(CC(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CC2=CC=CC=C2)C(C)O)CCC(=O)N)C(C)C(C)Cl)CC(C)C)C)C)O)NC(=O)C(CC(C)C)NC=O)C
• SMILES (Isomeric): CCC[C@H]1C(=O)O[C@H]([C@@H]([C@@H](CC(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CC2=CC=CC=C2)[C@H](C)O)CCC(=O)N)[C@H](C)[C@@H](C)Cl)CC(C)C)C)C)O)NC(=O)[C@@H](CC(C)C)NC=O)C
• InChI: InChI=1S/C54H86ClN11O15/c1-12-16-36-54(80)81-33(10)46(65-49(75)37(58-26-67)21-27(2)3)40(69)24-42(71)59-31(8)53(79)66(11)39(22-28(4)5)50(76)63-44(29(6)30(7)55)51(77)61-35(19-20-41(56)70)48(74)64-45(32(9)68)52(78)62-38(23-34-17-14-13-15-18-34)47(73)57-25-43(72)60-36/h13-15,17-18,26-33,35-40,44-46,68-69H,12,16,19-25H2,1-11H3,(H2,56,70)(H,57,73)(H,58,67)(H,59,71)(H,60,72)(H,61,77)(H,62,78)(H,63,76)(H,64,74)(H,65,75)/t29-,30-,31+,32+,33+,35+,36+,37-,38+,39+,40-,44+,45+,46+/m1/s1
• InChI Key: MCBWUKGHTRJHCZ-FPYVLUPBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆ClN₁₁O₁₅
• Molecular Weight: 1164.80 g/mol
• Exact Mass: 1163.5993388 g/mol
• Topological Polar Surface Area (TPSA): 392.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -1.80
• H-Bond Acceptor: 15
• H-Bond Donor: 12
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6140	61.40%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5754	57.54%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.7958	79.58%
OATP1B3 inhibitior	+	0.8954	89.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9367	93.67%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8955	89.55%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	+	0.5280	52.80%
CYP2C9 inhibition	-	0.8747	87.47%
CYP2C19 inhibition	-	0.8176	81.76%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	-	0.8911	89.11%
CYP2C8 inhibition	+	0.7663	76.63%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.7766	77.66%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7092	70.92%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5666	56.66%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5917	59.17%
Acute Oral Toxicity (c)	III	0.6294	62.94%
Estrogen receptor binding	+	0.7745	77.45%
Androgen receptor binding	+	0.7116	71.16%
Thyroid receptor binding	+	0.6055	60.55%
Glucocorticoid receptor binding	+	0.6797	67.97%
Aromatase binding	+	0.6571	65.71%
PPAR gamma	+	0.8167	81.67%
Honey bee toxicity	-	0.6556	65.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7090	70.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.57%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.49%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	99.25%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.12%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.36%	97.64%
CHEMBL4040	P28482	MAP kinase ERK2	96.99%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.53%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.75%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.96%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.64%	91.11%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.81%	95.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.76%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.29%	98.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.08%	97.25%
CHEMBL255	P29275	Adenosine A2b receptor	88.93%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.62%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.41%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.74%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.70%	93.00%
CHEMBL1801	P00747	Plasminogen	87.69%	92.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.76%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.32%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.03%	93.10%
CHEMBL1949	P62937	Cyclophilin A	86.03%	98.57%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	86.02%	96.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.41%	90.93%
CHEMBL4071	P08311	Cathepsin G	85.01%	94.64%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.84%	98.33%
CHEMBL3891	P07384	Calpain 1	84.62%	93.04%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.79%	89.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.79%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.72%	96.47%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.38%	97.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.63%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.57%	90.71%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.36%	85.83%
CHEMBL3401	O75469	Pregnane X receptor	80.28%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162945437
• LOTUS: LTS0166109
• wikiData: Q105161081