Cyanopeptolin 911

Details

• Internal ID: 1d8e0dbf-92c0-4c60-b0d6-dd64d8411496
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [3-[[5-benzyl-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-2-(2-methylpropyl)-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=CC=C3)C)CC(C)C)O)CCCN=C(N)N)NC(=O)C(COS(=O)(=O)O)O
• SMILES (Isomeric): 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=CC=C3)C)CC(C)C)O)CCCN=C(N)N)NC(=O)C(COS(=O)(=O)O)O
• InChI: InChI=1S/C39H61N9O14S/c1-20(2)17-27-37(56)47(6)26(18-23-11-8-7-9-12-23)33(52)45-30(21(3)4)38(57)62-22(5)31(46-34(53)28(49)19-61-63(58,59)60)35(54)43-24(13-10-16-42-39(40)41)32(51)44-25-14-15-29(50)48(27)36(25)55/h7-9,11-12,20-22,24-31,49-50H,10,13-19H2,1-6H3,(H,43,54)(H,44,51)(H,45,52)(H,46,53)(H4,40,41,42)(H,58,59,60)
• InChI Key: VEXSXZZUUJNXII-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₁N₉O₁₄S
• Molecular Weight: 912.00 g/mol
• Exact Mass: 911.40586883 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.81
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

• DTXSID101047555

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7288	72.88%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4898	48.98%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8233	82.33%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8118	81.18%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.8809	88.09%
CYP3A4 substrate	+	0.7319	73.19%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.8798	87.98%
CYP2C9 inhibition	-	0.7446	74.46%
CYP2C19 inhibition	-	0.7172	71.72%
CYP2D6 inhibition	-	0.8705	87.05%
CYP1A2 inhibition	-	0.7497	74.97%
CYP2C8 inhibition	+	0.7142	71.42%
CYP inhibitory promiscuity	-	0.9819	98.19%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5435	54.35%
Carcinogenicity (trinary)	Non-required	0.5699	56.99%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9110	91.10%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4692	46.92%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5306	53.06%
skin sensitisation	-	0.8259	82.59%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7292	72.92%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	+	0.8206	82.06%
Androgen receptor binding	+	0.6937	69.37%
Thyroid receptor binding	+	0.6030	60.30%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	+	0.5801	58.01%
PPAR gamma	+	0.7814	78.14%
Honey bee toxicity	-	0.7154	71.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8429	84.29%

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	99.56%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.71%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.04%	95.56%
CHEMBL4072	P07858	Cathepsin B	96.80%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.97%	96.31%
CHEMBL226	P30542	Adenosine A1 receptor	91.84%	95.93%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.81%	93.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.49%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.26%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.13%	89.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.02%	85.14%
CHEMBL3837	P07711	Cathepsin L	89.45%	96.61%
CHEMBL1949	P62937	Cyclophilin A	89.23%	98.57%
CHEMBL4588	P22894	Matrix metalloproteinase 8	89.07%	94.66%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.87%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.34%	85.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.77%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.42%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.25%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.18%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.70%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.53%	96.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.47%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.74%	93.00%
CHEMBL255	P29275	Adenosine A2b receptor	84.43%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.39%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.27%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.23%	96.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	83.12%	88.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.10%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.09%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.82%	96.38%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.55%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684711
• LOTUS: LTS0103294
• wikiData: Q105284911