[3-[[2,15-Dibenzyl-8-butan-2-yl-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]-2-hydroxy-3-oxopropyl] dihydrogen phosphate

Details

• Internal ID: 5251fcb0-2d2b-466a-a0c1-c079bfb9a148
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [3-[[2,15-dibenzyl-8-butan-2-yl-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]-2-hydroxy-3-oxopropyl] dihydrogen phosphate
• 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)CC4=CC=CC=C4)O)CC5=CC=CC=C5)NC(=O)C(COP(=O)(O)O)O)C
• SMILES (Isomeric): 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)CC4=CC=CC=C4)O)CC5=CC=CC=C5)NC(=O)C(COP(=O)(O)O)O)C
• InChI: InChI=1S/C46H59N6O15P/c1-5-26(2)38-46(62)67-27(3)39(50-42(58)36(54)25-66-68(63,64)65)43(59)48-33(22-28-12-8-6-9-13-28)40(56)47-32-20-21-37(55)52(44(32)60)35(24-29-14-10-7-11-15-29)45(61)51(4)34(41(57)49-38)23-30-16-18-31(53)19-17-30/h6-19,26-27,32-39,53-55H,5,20-25H2,1-4H3,(H,47,56)(H,48,59)(H,49,57)(H,50,58)(H2,63,64,65)
• InChI Key: VKNCABOVUGTPKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₉N₆O₁₅P
• Molecular Weight: 967.00 g/mol
• Exact Mass: 966.37760219 g/mol
• Topological Polar Surface Area (TPSA): 311.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7629	76.29%
Caco-2	-	0.8728	87.28%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4321	43.21%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.8132	81.32%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8449	84.49%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.8587	85.87%
CYP3A4 substrate	+	0.7216	72.16%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.7082	70.82%
CYP2C9 inhibition	-	0.7825	78.25%
CYP2C19 inhibition	-	0.7977	79.77%
CYP2D6 inhibition	-	0.8509	85.09%
CYP1A2 inhibition	-	0.8368	83.68%
CYP2C8 inhibition	+	0.7015	70.15%
CYP inhibitory promiscuity	-	0.9548	95.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9247	92.47%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6938	69.38%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5029	50.29%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6484	64.84%
Acute Oral Toxicity (c)	III	0.5744	57.44%
Estrogen receptor binding	+	0.8416	84.16%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	+	0.6124	61.24%
Glucocorticoid receptor binding	+	0.6548	65.48%
Aromatase binding	+	0.5640	56.40%
PPAR gamma	+	0.7973	79.73%
Honey bee toxicity	-	0.6588	65.88%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9424	94.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.05%	96.09%
CHEMBL4072	P07858	Cathepsin B	95.06%	93.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.62%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.10%	97.29%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.08%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.02%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	92.04%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.88%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.32%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.97%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.22%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.79%	97.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.14%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.55%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.99%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.87%	93.00%
CHEMBL268	P43235	Cathepsin K	84.45%	96.85%
CHEMBL226	P30542	Adenosine A1 receptor	84.34%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.11%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.04%	96.38%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.95%	92.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%
CHEMBL1949	P62937	Cyclophilin A	82.93%	98.57%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.57%	89.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.52%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.49%	90.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.02%	89.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.36%	82.38%
CHEMBL1944	P08473	Neprilysin	81.32%	92.63%
CHEMBL255	P29275	Adenosine A2b receptor	81.24%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.07%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.33%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73999186
• LOTUS: LTS0218432
• wikiData: Q104203236