N-[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]-2,3-dihydroxypropanamide

Details

• Internal ID: 68750de4-5f64-4395-9b80-f21896685d44
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[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]-2,3-dihydroxypropanamide
• 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(CO)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(CO)O)C
• InChI: InChI=1S/C40H63N9O11/c1-7-21(3)30-39(59)60-23(5)31(47-35(55)28(51)20-50)36(56)44-25(15-12-18-43-40(41)42)33(53)45-26-16-17-29(52)49(37(26)57)32(22(4)8-2)38(58)48(6)27(34(54)46-30)19-24-13-10-9-11-14-24/h9-11,13-14,21-23,25-32,50-52H,7-8,12,15-20H2,1-6H3,(H,44,56)(H,45,53)(H,46,54)(H,47,55)(H4,41,42,43)
• InChI Key: TZLKEKWUQRMTBV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₃N₉O₁₁
• Molecular Weight: 846.00 g/mol
• Exact Mass: 845.46470386 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 12
• 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	-	0.7785	77.85%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5482	54.82%
OATP2B1 inhibitior	-	0.5820	58.20%
OATP1B1 inhibitior	+	0.8174	81.74%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8369	83.69%
P-glycoprotein inhibitior	+	0.7348	73.48%
P-glycoprotein substrate	+	0.8767	87.67%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	0.8051	80.51%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	-	0.9005	90.05%
CYP2C9 inhibition	-	0.8336	83.36%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.8828	88.28%
CYP1A2 inhibition	-	0.8454	84.54%
CYP2C8 inhibition	+	0.7019	70.19%
CYP inhibitory promiscuity	-	0.9932	99.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4917	49.17%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8327	83.27%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5843	58.43%
Acute Oral Toxicity (c)	III	0.5668	56.68%
Estrogen receptor binding	+	0.8189	81.89%
Androgen receptor binding	+	0.6418	64.18%
Thyroid receptor binding	+	0.6016	60.16%
Glucocorticoid receptor binding	+	0.6577	65.77%
Aromatase binding	+	0.5909	59.09%
PPAR gamma	+	0.7718	77.18%
Honey bee toxicity	-	0.7544	75.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.7747	77.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.90%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.56%	96.09%
CHEMBL4072	P07858	Cathepsin B	96.65%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.15%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	93.86%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.60%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.73%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	91.30%	95.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.06%	97.64%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	90.19%	88.42%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.02%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.83%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.70%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.78%	86.33%
CHEMBL3837	P07711	Cathepsin L	88.47%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.78%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.25%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.93%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	84.83%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.70%	94.66%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.73%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.22%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.71%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.43%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.03%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75113730
• LOTUS: LTS0086389
• wikiData: Q104197981