[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-[(2S)-butan-2-yl]-5-[(3-chloro-4-methoxyphenyl)methyl]-15-[3-(diaminomethylideneazaniumyl)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-hydroxy-1-oxopropan-2-yl] sulfate

Details

• Internal ID: 197aa11a-ae5e-4513-bac2-94ea841dfc92
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-[(2S)-butan-2-yl]-5-[(3-chloro-4-methoxyphenyl)methyl]-15-[3-(diaminomethylideneazaniumyl)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-hydroxy-1-oxopropan-2-yl] sulfate
• SMILES (Canonical): CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N1C2=O)O)CCC[NH+]=C(N)N)NC(=O)C(CO)OS(=O)(=O)[O-])C)C(C)C)CC3=CC(=C(C=C3)OC)Cl)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N([C@H](C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]2CC[C@H](N1C2=O)O)CCC[NH+]=C(N)N)NC(=O)[C@@H](CO)OS(=O)(=O)[O-])C)C(C)C)CC3=CC(=C(C=C3)OC)Cl)C
• InChI: InChI=1S/C40H62ClN9O15S/c1-8-20(4)32-38(58)49(6)26(17-22-11-13-27(63-7)23(41)16-22)34(54)47-30(19(2)3)39(59)64-21(5)31(48-35(55)28(18-51)65-66(60,61)62)36(56)45-24(10-9-15-44-40(42)43)33(53)46-25-12-14-29(52)50(32)37(25)57/h11,13,16,19-21,24-26,28-32,51-52H,8-10,12,14-15,17-18H2,1-7H3,(H,45,56)(H,46,53)(H,47,54)(H,48,55)(H4,42,43,44)(H,60,61,62)/t20-,21+,24-,25-,26-,28+,29+,30-,31-,32-/m0/s1
• InChI Key: DJJADQVSTCYQOH-PZMQPACBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂ClN₉O₁₅S
• Molecular Weight: 976.50 g/mol
• Exact Mass: 975.3774612 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -4.41
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5548	55.48%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.6087	60.87%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8391	83.91%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	+	0.8695	86.95%
CYP3A4 substrate	+	0.7440	74.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.8430	84.30%
CYP2C9 inhibition	-	0.6913	69.13%
CYP2C19 inhibition	-	0.6426	64.26%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	-	0.6950	69.50%
CYP2C8 inhibition	+	0.8057	80.57%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.5501	55.01%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.7546	75.46%
Skin corrosion	-	0.9090	90.90%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3974	39.74%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8208	82.08%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9392	93.92%
Acute Oral Toxicity (c)	III	0.5722	57.22%
Estrogen receptor binding	+	0.8290	82.90%
Androgen receptor binding	+	0.7005	70.05%
Thyroid receptor binding	+	0.6119	61.19%
Glucocorticoid receptor binding	+	0.6478	64.78%
Aromatase binding	+	0.6584	65.84%
PPAR gamma	+	0.7975	79.75%
Honey bee toxicity	-	0.6856	68.56%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5303	53.03%
Fish aquatic toxicity	+	0.8913	89.13%

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	99.71%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.01%	94.45%
CHEMBL3837	P07711	Cathepsin L	97.93%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	97.89%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.84%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.76%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	93.80%	96.90%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	93.28%	93.03%
CHEMBL255	P29275	Adenosine A2b receptor	93.15%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	92.96%	94.66%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.23%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	92.18%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.13%	96.38%
CHEMBL1949	P62937	Cyclophilin A	91.55%	98.57%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.11%	91.11%
CHEMBL261	P00915	Carbonic anhydrase I	90.89%	96.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.31%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.12%	93.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.95%	92.29%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.51%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.21%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.20%	86.92%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.82%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.52%	91.03%
CHEMBL333	P08253	Matrix metalloproteinase-2	88.38%	96.31%
CHEMBL4072	P07858	Cathepsin B	87.99%	93.67%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.75%	92.88%
CHEMBL340	P08684	Cytochrome P450 3A4	87.12%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.89%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.59%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.57%	89.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.37%	95.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.29%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.07%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.02%	90.08%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.74%	90.24%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.14%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.75%	97.31%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.50%	97.50%
CHEMBL2000	P03952	Plasma kallikrein	82.24%	93.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.98%	90.71%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.83%	92.32%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.10%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46883090
• LOTUS: LTS0262031
• wikiData: Q104982279