[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2,8-bis[(2S)-butan-2-yl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-1-oxo-3-sulfooxypropan-2-yl] hydrogen sulfate

Details

• Internal ID: 4000de0c-ffd9-424b-99f1-ba14afa60606
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2,8-bis[(2S)-butan-2-yl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-1-oxo-3-sulfooxypropan-2-yl] hydrogen sulfate
• SMILES (Canonical): CCC(C)C1C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)N1)CC3=CC=C(C=C3)O)C)C(C)CC)O)CCCN=C(N)N)NC(=O)C(COS(=O)(=O)O)OS(=O)(=O)O)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)O[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]2CC[C@H](N(C2=O)[C@H](C(=O)N([C@H](C(=O)N1)CC3=CC=C(C=C3)O)C)[C@@H](C)CC)O)CCCN=C(N)N)NC(=O)[C@@H](COS(=O)(=O)O)OS(=O)(=O)O)C
• InChI: InChI=1S/C40H63N9O18S2/c1-7-20(3)30-39(58)66-22(5)31(47-35(54)28(67-69(62,63)64)19-65-68(59,60)61)36(55)44-25(10-9-17-43-40(41)42)33(52)45-26-15-16-29(51)49(37(26)56)32(21(4)8-2)38(57)48(6)27(34(53)46-30)18-23-11-13-24(50)14-12-23/h11-14,20-22,25-32,50-51H,7-10,15-19H2,1-6H3,(H,44,55)(H,45,52)(H,46,53)(H,47,54)(H4,41,42,43)(H,59,60,61)(H,62,63,64)/t20-,21-,22+,25-,26-,27-,28+,29+,30-,31-,32-/m0/s1
• InChI Key: QONBAISRUZCJFF-KMHGOLGOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₃N₉O₁₈S₂
• Molecular Weight: 1022.10 g/mol
• Exact Mass: 1021.37324854 g/mol
• Topological Polar Surface Area (TPSA): 432.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.89
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6271	62.71%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4529	45.29%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8129	81.29%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7217	72.17%
P-glycoprotein inhibitior	+	0.7456	74.56%
P-glycoprotein substrate	+	0.8849	88.49%
CYP3A4 substrate	+	0.7373	73.73%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.7303	73.03%
CYP2C19 inhibition	-	0.7103	71.03%
CYP2D6 inhibition	-	0.8565	85.65%
CYP1A2 inhibition	-	0.7415	74.15%
CYP2C8 inhibition	+	0.7872	78.72%
CYP inhibitory promiscuity	-	0.9672	96.72%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.5535	55.35%
Carcinogenicity (trinary)	Non-required	0.5759	57.59%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.7594	75.94%
Skin corrosion	-	0.9113	91.13%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4909	49.09%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	-	0.8276	82.76%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6575	65.75%
Acute Oral Toxicity (c)	III	0.5775	57.75%
Estrogen receptor binding	+	0.8343	83.43%
Androgen receptor binding	+	0.7058	70.58%
Thyroid receptor binding	+	0.6053	60.53%
Glucocorticoid receptor binding	+	0.6636	66.36%
Aromatase binding	+	0.6150	61.50%
PPAR gamma	+	0.7990	79.90%
Honey bee toxicity	-	0.6776	67.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7871	78.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.56%	94.45%
CHEMBL4072	P07858	Cathepsin B	98.23%	93.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.14%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	97.71%	95.93%
CHEMBL255	P29275	Adenosine A2b receptor	96.80%	98.59%
CHEMBL3837	P07711	Cathepsin L	96.00%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.87%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.48%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.43%	90.08%
CHEMBL4588	P22894	Matrix metalloproteinase 8	92.22%	94.66%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.02%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.47%	93.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.78%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.54%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	89.41%	83.82%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.81%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.57%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.53%	83.10%
CHEMBL333	P08253	Matrix metalloproteinase-2	87.23%	96.31%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.41%	98.05%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.12%	89.67%
CHEMBL1949	P62937	Cyclophilin A	85.56%	98.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.45%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.35%	100.00%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	84.03%	88.33%
CHEMBL261	P00915	Carbonic anhydrase I	83.88%	96.76%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.32%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.45%	96.90%
CHEMBL2514	O95665	Neurotensin receptor 2	82.40%	100.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.86%	95.34%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.49%	97.64%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.27%	91.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.54%	86.33%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	80.44%	96.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.40%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44254790
• LOTUS: LTS0176857
• wikiData: Q77565215