(2S,3S,5S,7S,10S,16R,19S,22S,25Z,27S)-16-[(2S)-butan-2-yl]-3-hydroxy-22-[(4-methoxyphenyl)methyl]-2,5,17,19,20,25-hexamethyl-7-propan-2-yl-8-oxa-29-thia-14,17,20,23,30-pentazatricyclo[25.2.1.010,14]triaconta-1(30),25-diene-9,15,18,21,24-pentone

Details

• Internal ID: e7586ed5-275f-4ca2-90d7-a6306a2d9e8e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S,3S,5S,7S,10S,16R,19S,22S,25Z,27S)-16-[(2S)-butan-2-yl]-3-hydroxy-22-[(4-methoxyphenyl)methyl]-2,5,17,19,20,25-hexamethyl-7-propan-2-yl-8-oxa-29-thia-14,17,20,23,30-pentazatricyclo[25.2.1.010,14]triaconta-1(30),25-diene-9,15,18,21,24-pentone
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)OC(CC(CC(C(C3=NC(CS3)C=C(C(=O)NC(C(=O)N(C(C(=O)N1C)C)C)CC4=CC=C(C=C4)OC)C)C)O)C)C(C)C
• SMILES (Isomeric): CC[C@H](C)[C@@H]1C(=O)N2CCC[C@H]2C(=O)O[C@@H](C[C@H](C[C@@H]([C@@H](C3=N[C@H](CS3)/C=C(\C(=O)N[C@H](C(=O)N([C@H](C(=O)N1C)C)C)CC4=CC=C(C=C4)OC)/C)C)O)C)C(C)C
• InChI: InChI=1S/C44H67N5O8S/c1-12-27(5)38-43(54)49-19-13-14-35(49)44(55)57-37(25(2)3)21-26(4)20-36(50)29(7)40-45-32(24-58-40)22-28(6)39(51)46-34(23-31-15-17-33(56-11)18-16-31)42(53)47(9)30(8)41(52)48(38)10/h15-18,22,25-27,29-30,32,34-38,50H,12-14,19-21,23-24H2,1-11H3,(H,46,51)/b28-22-/t26-,27-,29-,30-,32-,34-,35-,36-,37-,38+/m0/s1
• InChI Key: OIRVOJCFIYCVDL-XTTCJWHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₇N₅O₈S
• Molecular Weight: 826.10 g/mol
• Exact Mass: 825.47103529 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5580	55.80%
Caco-2	-	0.8448	84.48%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4308	43.08%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8295	82.95%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9473	94.73%
P-glycoprotein inhibitior	+	0.7759	77.59%
P-glycoprotein substrate	+	0.8478	84.78%
CYP3A4 substrate	+	0.7335	73.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.5343	53.43%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	-	0.5576	55.76%
CYP2D6 inhibition	-	0.8763	87.63%
CYP1A2 inhibition	-	0.7719	77.19%
CYP2C8 inhibition	+	0.6939	69.39%
CYP inhibitory promiscuity	-	0.7222	72.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5743	57.43%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.7557	75.57%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3762	37.62%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6088	60.88%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.6179	61.79%
Estrogen receptor binding	+	0.8337	83.37%
Androgen receptor binding	+	0.7402	74.02%
Thyroid receptor binding	+	0.5926	59.26%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	+	0.6608	66.08%
PPAR gamma	+	0.8054	80.54%
Honey bee toxicity	-	0.6790	67.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.11%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.53%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	97.18%	87.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.00%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.75%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.37%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.26%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	94.09%	82.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.94%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.87%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.13%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.91%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	89.85%	97.05%
CHEMBL325	Q13547	Histone deacetylase 1	89.06%	95.92%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.92%	97.64%
CHEMBL4208	P20618	Proteasome component C5	88.76%	90.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.68%	94.66%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.63%	93.40%
CHEMBL5747	Q92793	CREB-binding protein	87.07%	95.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.80%	93.65%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.54%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.74%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.56%	100.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.17%	81.11%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.15%	99.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.72%	92.62%
CHEMBL4616	Q92847	Ghrelin receptor	82.86%	92.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.43%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.88%	99.23%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.16%	97.53%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163186032
• LOTUS: LTS0189691
• wikiData: Q105192725