(2R,3R)-N-[(1S,7R,8R,9Z,17S,20R,21S,24R,29S,32R)-29-Benzyl-24-[(2S)-butan-2-yl]-8-(chloromethyl)-8-hydroxy-32-[(1R)-1-hydroxyethyl]-7,20,28-trimethyl-11,14,18,22,25,27,30,33-octaoxo-6,15,19-trioxa-12,23,26,28,31,34-hexazatricyclo[15.9.8.22,5]hexatriaconta-2(36),3,5(35),9-tetraen-21-yl]-3-hydroxy-2,4-dimethylpentanamide

Details

• Internal ID: dd5b90c8-af94-45d9-9d6c-d2fda5474336
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R,3R)-N-[(1S,7R,8R,9Z,17S,20R,21S,24R,29S,32R)-29-benzyl-24-[(2S)-butan-2-yl]-8-(chloromethyl)-8-hydroxy-32-[(1R)-1-hydroxyethyl]-7,20,28-trimethyl-11,14,18,22,25,27,30,33-octaoxo-6,15,19-trioxa-12,23,26,28,31,34-hexazatricyclo[15.9.8.22,5]hexatriaconta-2(36),3,5(35),9-tetraen-21-yl]-3-hydroxy-2,4-dimethylpentanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC2C3=CC=C(C=C3)OC(C(C=CC(=O)NCC(=O)OCC(C(=O)OC(C(C(=O)N1)NC(=O)C(C)C(C(C)C)O)C)NC(=O)C(NC(=O)C(N(C2=O)C)CC4=CC=CC=C4)C(C)O)(CCl)O)C
• SMILES (Isomeric): CC[C@H](C)[C@@H]1C(=O)N[C@H]2C3=CC=C(C=C3)O[C@@H]([C@](/C=C\C(=O)NCC(=O)OC[C@@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)[C@H](C)[C@@H](C(C)C)O)C)NC(=O)[C@H](NC(=O)[C@@H](N(C2=O)C)CC4=CC=CC=C4)[C@@H](C)O)(CCl)O)C
• InChI: InChI=1S/C51H70ClN7O15/c1-10-27(4)39-46(66)58-42-33-16-18-34(19-17-33)74-31(8)51(71,25-52)21-20-37(61)53-23-38(62)72-24-35(50(70)73-30(7)41(48(68)55-39)57-44(64)28(5)43(63)26(2)3)54-47(67)40(29(6)60)56-45(65)36(59(9)49(42)69)22-32-14-12-11-13-15-32/h11-21,26-31,35-36,39-43,60,63,71H,10,22-25H2,1-9H3,(H,53,61)(H,54,67)(H,55,68)(H,56,65)(H,57,64)(H,58,66)/b21-20-/t27-,28+,29+,30+,31+,35-,36-,39+,40+,41-,42-,43+,51-/m0/s1
• InChI Key: MXWLREHUFSKYRH-QHYQRJNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₀ClN₇O₁₅
• Molecular Weight: 1056.60 g/mol
• Exact Mass: 1055.4618422 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7792	77.92%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.6184	61.84%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8094	80.94%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.8846	88.46%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9643	96.43%
P-glycoprotein inhibitior	+	0.7508	75.08%
P-glycoprotein substrate	+	0.8636	86.36%
CYP3A4 substrate	+	0.7421	74.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8562	85.62%
CYP3A4 inhibition	-	0.7083	70.83%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.8207	82.07%
CYP2D6 inhibition	-	0.8412	84.12%
CYP1A2 inhibition	-	0.8997	89.97%
CYP2C8 inhibition	+	0.7629	76.29%
CYP inhibitory promiscuity	-	0.9408	94.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.5378	53.78%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.7646	76.46%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6949	69.49%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6452	64.52%
Acute Oral Toxicity (c)	III	0.6421	64.21%
Estrogen receptor binding	+	0.8205	82.05%
Androgen receptor binding	+	0.7505	75.05%
Thyroid receptor binding	+	0.6519	65.19%
Glucocorticoid receptor binding	+	0.7046	70.46%
Aromatase binding	+	0.6033	60.33%
PPAR gamma	+	0.7926	79.26%
Honey bee toxicity	-	0.6544	65.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9629	96.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.45%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.67%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	98.33%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.26%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	95.92%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.44%	89.00%
CHEMBL4208	P20618	Proteasome component C5	92.78%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.00%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.73%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.33%	90.08%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	89.08%	97.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.09%	97.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.35%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.26%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.23%	100.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.34%	96.31%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.19%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.97%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.70%	97.25%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.87%	95.48%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.07%	96.47%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.29%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.08%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23281595
• LOTUS: LTS0163541
• wikiData: Q105174641