(7S,14S,18S)-14-(4,4-dichloropentyl)-18-(2-hydroxypropan-2-yl)-15,15-dimethyl-7-propan-2-yl-13,17-dioxa-9,20-dithia-3,6,22,23-tetrazatricyclo[17.2.1.18,11]tricosa-1(21),8(23),10,19(22)-tetraene-2,5,12,16-tetrone

Details

• Internal ID: 0c92a8c5-0251-48d1-87ab-7f06f840f166
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (7S,14S,18S)-14-(4,4-dichloropentyl)-18-(2-hydroxypropan-2-yl)-15,15-dimethyl-7-propan-2-yl-13,17-dioxa-9,20-dithia-3,6,22,23-tetrazatricyclo[17.2.1.18,11]tricosa-1(21),8(23),10,19(22)-tetraene-2,5,12,16-tetrone
• SMILES (Canonical): CC(C)C1C2=NC(=CS2)C(=O)OC(C(C(=O)OC(C3=NC(=CS3)C(=O)NCC(=O)N1)C(C)(C)O)(C)C)CCCC(C)(Cl)Cl
• SMILES (Isomeric): CC(C)[C@H]1C2=NC(=CS2)C(=O)O[C@H](C(C(=O)O[C@H](C3=NC(=CS3)C(=O)NCC(=O)N1)C(C)(C)O)(C)C)CCCC(C)(Cl)Cl
• InChI: InChI=1S/C28H38Cl2N4O7S2/c1-14(2)19-22-33-16(13-42-22)24(37)40-17(9-8-10-28(7,29)30)26(3,4)25(38)41-20(27(5,6)39)23-32-15(12-43-23)21(36)31-11-18(35)34-19/h12-14,17,19-20,39H,8-11H2,1-7H3,(H,31,36)(H,34,35)/t17-,19-,20+/m0/s1
• InChI Key: AFYNXSMIBRNBEB-YSIASYRMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈Cl₂N₄O₇S₂
• Molecular Weight: 677.70 g/mol
• Exact Mass: 676.1558973 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7953	79.53%
Caco-2	-	0.8286	82.86%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.3849	38.49%
OATP2B1 inhibitior	-	0.5687	56.87%
OATP1B1 inhibitior	+	0.8563	85.63%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8793	87.93%
P-glycoprotein inhibitior	+	0.7779	77.79%
P-glycoprotein substrate	+	0.7260	72.60%
CYP3A4 substrate	+	0.6801	68.01%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8879	88.79%
CYP2C9 inhibition	-	0.7896	78.96%
CYP2C19 inhibition	-	0.7007	70.07%
CYP2D6 inhibition	-	0.8873	88.73%
CYP1A2 inhibition	-	0.7798	77.98%
CYP2C8 inhibition	+	0.6477	64.77%
CYP inhibitory promiscuity	-	0.9179	91.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.5265	52.65%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.7517	75.17%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4104	41.04%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8107	81.07%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6966	69.66%
Acute Oral Toxicity (c)	III	0.5966	59.66%
Estrogen receptor binding	+	0.7105	71.05%
Androgen receptor binding	+	0.6431	64.31%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.6901	69.01%
Aromatase binding	+	0.7268	72.68%
PPAR gamma	+	0.6467	64.67%
Honey bee toxicity	-	0.8251	82.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7444	74.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.82%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.31%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	94.23%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.62%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.21%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	91.89%	97.79%
CHEMBL3524	P56524	Histone deacetylase 4	91.80%	92.97%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.69%	93.03%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.67%	90.08%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	91.64%	100.00%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	91.43%	95.71%
CHEMBL3384	Q16512	Protein kinase N1	90.37%	80.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.76%	99.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.57%	88.56%
CHEMBL230	P35354	Cyclooxygenase-2	89.14%	89.63%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.58%	92.88%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	87.18%	88.84%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.10%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.04%	96.90%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	84.51%	82.86%
CHEMBL299	P17252	Protein kinase C alpha	84.29%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.78%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.91%	85.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.81%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.37%	89.34%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.06%	92.62%
CHEMBL325	Q13547	Histone deacetylase 1	80.73%	95.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.71%	91.07%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.64%	96.39%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.39%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.33%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12072715
• LOTUS: LTS0228740
• wikiData: Q75062532