[1-[[5-Benzyl-2,8-di(butan-2-yl)-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-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: 25f105e3-4f7d-4f22-b9b6-1d9d8b3ed1b6
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [1-[[5-benzyl-2,8-di(butan-2-yl)-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-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=CC=C3)C)C(C)CC)O)CCCN=C(N)N)NC(=O)C(COS(=O)(=O)O)OS(=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)CCCN=C(N)N)NC(=O)C(COS(=O)(=O)O)OS(=O)(=O)O)C
• InChI: InChI=1S/C40H63N9O17S2/c1-7-21(3)30-39(57)65-23(5)31(47-35(53)28(66-68(61,62)63)20-64-67(58,59)60)36(54)44-25(15-12-18-43-40(41)42)33(51)45-26-16-17-29(50)49(37(26)55)32(22(4)8-2)38(56)48(6)27(34(52)46-30)19-24-13-10-9-11-14-24/h9-11,13-14,21-23,25-32,50H,7-8,12,15-20H2,1-6H3,(H,44,54)(H,45,51)(H,46,52)(H,47,53)(H4,41,42,43)(H,58,59,60)(H,61,62,63)
• InChI Key: KBCHLKMABDZVKD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₃N₉O₁₇S₂
• Molecular Weight: 1006.10 g/mol
• Exact Mass: 1005.37833392 g/mol
• Topological Polar Surface Area (TPSA): 412.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.60
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7000	70.00%
Caco-2	-	0.8676	86.76%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4982	49.82%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8194	81.94%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7861	78.61%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.8733	87.33%
CYP3A4 substrate	+	0.7327	73.27%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.9089	90.89%
CYP2C9 inhibition	-	0.7360	73.60%
CYP2C19 inhibition	-	0.7224	72.24%
CYP2D6 inhibition	-	0.8607	86.07%
CYP1A2 inhibition	-	0.7447	74.47%
CYP2C8 inhibition	+	0.7519	75.19%
CYP inhibitory promiscuity	-	0.9757	97.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5535	55.35%
Carcinogenicity (trinary)	Non-required	0.5744	57.44%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7591	75.91%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4643	46.43%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5335	53.35%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6698	66.98%
Acute Oral Toxicity (c)	III	0.5747	57.47%
Estrogen receptor binding	+	0.8360	83.60%
Androgen receptor binding	+	0.6789	67.89%
Thyroid receptor binding	+	0.6144	61.44%
Glucocorticoid receptor binding	+	0.6753	67.53%
Aromatase binding	+	0.6301	63.01%
PPAR gamma	+	0.8078	80.78%
Honey bee toxicity	-	0.6997	69.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.7317	73.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.49%	96.09%
CHEMBL4072	P07858	Cathepsin B	98.01%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.95%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	96.79%	95.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	96.27%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.45%	96.38%
CHEMBL255	P29275	Adenosine A2b receptor	95.03%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.47%	94.45%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.03%	96.31%
CHEMBL3837	P07711	Cathepsin L	93.78%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.40%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.85%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.58%	94.66%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.96%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.72%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.36%	93.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	84.55%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.29%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	84.18%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.90%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.82%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	81.24%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.33%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.23%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75224178
• LOTUS: LTS0138652
• wikiData: Q104246175