[3-[[5-Benzyl-2,8-di(butan-2-yl)-21-hydroxy-4,11-dimethyl-15-[4-(methylamino)butyl]-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] hydrogen sulfate

Details

• Internal ID: 72dcfd4c-845b-4bad-bf9c-cb8e94dd8a3e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [3-[[5-benzyl-2,8-di(butan-2-yl)-21-hydroxy-4,11-dimethyl-15-[4-(methylamino)butyl]-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] 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=CC=C3)C)C(C)CC)O)CCCCNC)NC(=O)C(COS(=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=CC=C3)C)C(C)CC)O)CCCCNC)NC(=O)C(COS(=O)(=O)O)O)C
• InChI: InChI=1S/C41H65N7O14S/c1-8-23(3)32-41(57)62-25(5)33(46-37(53)30(49)22-61-63(58,59)60)38(54)43-27(17-13-14-20-42-6)35(51)44-28-18-19-31(50)48(39(28)55)34(24(4)9-2)40(56)47(7)29(36(52)45-32)21-26-15-11-10-12-16-26/h10-12,15-16,23-25,27-34,42,49-50H,8-9,13-14,17-22H2,1-7H3,(H,43,54)(H,44,51)(H,45,52)(H,46,53)(H,58,59,60)
• InChI Key: MUGOVXJAFCWIDZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₅N₇O₁₄S
• Molecular Weight: 912.10 g/mol
• Exact Mass: 911.43102095 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6514	65.14%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4958	49.58%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8146	81.46%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6501	65.01%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.8769	87.69%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7988	79.88%
CYP3A4 inhibition	-	0.8557	85.57%
CYP2C9 inhibition	-	0.7838	78.38%
CYP2C19 inhibition	-	0.7878	78.78%
CYP2D6 inhibition	-	0.8591	85.91%
CYP1A2 inhibition	-	0.8040	80.40%
CYP2C8 inhibition	+	0.7115	71.15%
CYP inhibitory promiscuity	-	0.9718	97.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5435	54.35%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9078	90.78%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4907	49.07%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5279	52.79%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7837	78.37%
Acute Oral Toxicity (c)	III	0.6085	60.85%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.6763	67.63%
Thyroid receptor binding	+	0.5695	56.95%
Glucocorticoid receptor binding	+	0.6452	64.52%
Aromatase binding	+	0.5872	58.72%
PPAR gamma	+	0.7776	77.76%
Honey bee toxicity	-	0.7062	70.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8299	82.99%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.16%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.72%	83.82%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.21%	96.31%
CHEMBL4072	P07858	Cathepsin B	96.13%	93.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.06%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.55%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	93.34%	93.03%
CHEMBL255	P29275	Adenosine A2b receptor	92.94%	98.59%
CHEMBL226	P30542	Adenosine A1 receptor	92.35%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.82%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.14%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.79%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.08%	94.45%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.07%	94.66%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.94%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.86%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.82%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	85.48%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.42%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.73%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.17%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.89%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.72%	93.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.64%	82.38%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.16%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.87%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.55%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162863525
• LOTUS: LTS0033445
• wikiData: Q104887491