[(2R)-3-[[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-2-(2-methylpropyl)-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]-4-methyl-1-oxopentan-2-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate

Details

• Internal ID: 84ef3359-6d91-408b-b75f-976b87a28023
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [(2R)-3-[[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-2-(2-methylpropyl)-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]-4-methyl-1-oxopentan-2-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)O1)C(C)C)CC3=CC=C(C=C3)O)C)CC(C)C)O)CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(COS(=O)(=O)O)O
• SMILES (Isomeric): C[C@@H]1[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)N[C@H](C(=O)O1)C(C)C)CC3=CC=C(C=C3)O)C)CC(C)C)O)CCCN=C(N)N)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](COS(=O)(=O)O)O
• InChI: InChI=1S/C45H72N10O16S/c1-22(2)18-30(51-40(62)33(57)21-70-72(67,68)69)38(60)53-36-25(7)71-44(66)35(24(5)6)52-39(61)31(20-26-11-13-27(56)14-12-26)54(8)43(65)32(19-23(3)4)55-34(58)16-15-29(42(55)64)50-37(59)28(49-41(36)63)10-9-17-48-45(46)47/h11-14,22-25,28-36,56-58H,9-10,15-21H2,1-8H3,(H,49,63)(H,50,59)(H,51,62)(H,52,61)(H,53,60)(H4,46,47,48)(H,67,68,69)/t25-,28+,29+,30-,31+,32+,33-,34-,35+,36+/m1/s1
• InChI Key: VVBXXVAFSPEIJQ-CNCNYOROSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂N₁₀O₁₆S
• Molecular Weight: 1041.20 g/mol
• Exact Mass: 1040.48484742 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -2.58
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 18

Synonyms

• 1tps
• A-90720A
• CHEMBL403894
• [(2R)-3-[[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-2-(2-methylpropyl)-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]-4-methyl-1-oxopentan-2-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6567	65.67%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4521	45.21%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8177	81.77%
OATP1B3 inhibitior	+	0.9249	92.49%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8622	86.22%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.8984	89.84%
CYP3A4 substrate	+	0.7468	74.68%
CYP2C9 substrate	-	0.8059	80.59%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.8643	86.43%
CYP2C9 inhibition	-	0.7387	73.87%
CYP2C19 inhibition	-	0.7038	70.38%
CYP2D6 inhibition	-	0.8657	86.57%
CYP1A2 inhibition	-	0.7466	74.66%
CYP2C8 inhibition	+	0.7838	78.38%
CYP inhibitory promiscuity	-	0.9742	97.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5435	54.35%
Carcinogenicity (trinary)	Non-required	0.5728	57.28%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.7591	75.91%
Skin corrosion	-	0.9108	91.08%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4429	44.29%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5677	56.77%
skin sensitisation	-	0.8263	82.63%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6264	62.64%
Acute Oral Toxicity (c)	III	0.5828	58.28%
Estrogen receptor binding	+	0.7984	79.84%
Androgen receptor binding	+	0.7230	72.30%
Thyroid receptor binding	+	0.6115	61.15%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.6866	68.66%
PPAR gamma	+	0.7977	79.77%
Honey bee toxicity	-	0.6636	66.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8778	87.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.78%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.53%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	99.32%	83.82%
CHEMBL4072	P07858	Cathepsin B	98.93%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.63%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.86%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.59%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.39%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.01%	98.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.68%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.60%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.57%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.35%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	93.54%	95.93%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.73%	93.10%
CHEMBL1949	P62937	Cyclophilin A	92.67%	98.57%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.51%	89.67%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.31%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.29%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.17%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.02%	97.14%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.60%	94.66%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.68%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.99%	100.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	87.46%	96.31%
CHEMBL255	P29275	Adenosine A2b receptor	87.34%	98.59%
CHEMBL259	P32245	Melanocortin receptor 4	86.17%	95.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.89%	96.90%
CHEMBL2514	O95665	Neurotensin receptor 2	85.23%	100.00%
CHEMBL268	P43235	Cathepsin K	84.86%	96.85%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.72%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.62%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.50%	92.32%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.04%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.95%	93.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.91%	85.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.77%	96.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.89%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.77%	96.00%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	80.37%	96.67%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.13%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 448770
• LOTUS: LTS0080114
• wikiData: Q77278911