[(2R)-3-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-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]-2-hydroxy-3-oxopropyl] hydrogen sulfate

Details

• Internal ID: e7edcc1e-7ef1-4f8f-a34d-714b6bbe24dd
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [(2R)-3-[[(2S,5S,8S,11R,12S,15S,18S,21R)-2-benzyl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-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]-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)CC4=CC=CC=C4)O)CCCN=C(N)N)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)CC4=CC=CC=C4)O)CCCN=C(N)N)NC(=O)[C@@H](COS(=O)(=O)O)O
• InChI: InChI=1S/C42H59N9O15S/c1-22(2)33-41(61)66-23(3)34(49-37(57)31(53)21-65-67(62,63)64)38(58)46-27(11-8-18-45-42(43)44)35(55)47-28-16-17-32(54)51(39(28)59)30(20-24-9-6-5-7-10-24)40(60)50(4)29(36(56)48-33)19-25-12-14-26(52)15-13-25/h5-7,9-10,12-15,22-23,27-34,52-54H,8,11,16-21H2,1-4H3,(H,46,58)(H,47,55)(H,48,56)(H,49,57)(H4,43,44,45)(H,62,63,64)/t23-,27+,28+,29+,30+,31-,32-,33+,34+/m1/s1
• InChI Key: XYLRPTCPMWMQJO-QOCXRQEBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₉N₉O₁₅S
• Molecular Weight: 962.00 g/mol
• Exact Mass: 961.38513338 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.91
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7365	73.65%
Caco-2	-	0.8739	87.39%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.4221	42.21%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8192	81.92%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8575	85.75%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.8832	88.32%
CYP3A4 substrate	+	0.7332	73.32%
CYP2C9 substrate	-	0.8059	80.59%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.8791	87.91%
CYP2C9 inhibition	-	0.7508	75.08%
CYP2C19 inhibition	-	0.7127	71.27%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.7505	75.05%
CYP2C8 inhibition	+	0.7577	75.77%
CYP inhibitory promiscuity	-	0.9742	97.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5435	54.35%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.7599	75.99%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4200	42.00%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5540	55.40%
skin sensitisation	-	0.8303	83.03%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7290	72.90%
Acute Oral Toxicity (c)	III	0.5782	57.82%
Estrogen receptor binding	+	0.8376	83.76%
Androgen receptor binding	+	0.7233	72.33%
Thyroid receptor binding	+	0.6271	62.71%
Glucocorticoid receptor binding	+	0.6320	63.20%
Aromatase binding	+	0.5960	59.60%
PPAR gamma	+	0.7904	79.04%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8772	87.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.46%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.50%	83.82%
CHEMBL4072	P07858	Cathepsin B	97.48%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.20%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.99%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.05%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	92.94%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.58%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.47%	90.08%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.21%	89.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.71%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.59%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.34%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.31%	85.31%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.87%	93.03%
CHEMBL1949	P62937	Cyclophilin A	86.73%	98.57%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.71%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.55%	93.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.51%	94.66%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.06%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.64%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.12%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.07%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.05%	93.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.02%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.71%	90.71%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.56%	96.31%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.64%	95.00%
CHEMBL255	P29275	Adenosine A2b receptor	81.25%	98.59%
CHEMBL3837	P07711	Cathepsin L	80.64%	96.61%

Plants that contains it

• Lilium brownii var. viridulum
• Lilium longiflorum
• Solanum dulcamara
• Solanum robustum

Cross-Links

• PubChem: 102593689
• LOTUS: LTS0248118
• wikiData: Q105177231