Cyanopeptolin S

Details

• Internal ID: cf46fcb2-ef5a-4039-8ad3-9bb5f8d978f0
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [(2R)-3-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,8-bis[(2S)-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]-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)CCCN=C(N)N)NC(=O)C(COS(=O)(=O)O)O)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)O[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]2CC[C@H](N(C2=O)[C@H](C(=O)N([C@H](C(=O)N1)CC3=CC=CC=C3)C)[C@@H](C)CC)O)CCCN=C(N)N)NC(=O)[C@@H](COS(=O)(=O)O)O)C
• InChI: InChI=1S/C40H63N9O14S/c1-7-21(3)30-39(58)63-23(5)31(47-35(54)28(50)20-62-64(59,60)61)36(55)44-25(15-12-18-43-40(41)42)33(52)45-26-16-17-29(51)49(37(26)56)32(22(4)8-2)38(57)48(6)27(34(53)46-30)19-24-13-10-9-11-14-24/h9-11,13-14,21-23,25-32,50-51H,7-8,12,15-20H2,1-6H3,(H,44,55)(H,45,52)(H,46,53)(H,47,54)(H4,41,42,43)(H,59,60,61)/t21-,22-,23+,25-,26-,27-,28+,29+,30-,31-,32-/m0/s1
• InChI Key: LQLBUPVHKUILGJ-LKAQEJCWSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₃N₉O₁₄S
• Molecular Weight: 926.00 g/mol
• Exact Mass: 925.42151889 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -2.42
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

• CHEMBL1076838

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7000	70.00%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4982	49.82%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8168	81.68%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8059	80.59%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.8752	87.52%
CYP3A4 substrate	+	0.7278	72.78%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8385	83.85%
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	+	0.7392	73.92%
CYP inhibitory promiscuity	-	0.9757	97.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5535	55.35%
Carcinogenicity (trinary)	Non-required	0.5744	57.44%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.7591	75.91%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4417	44.17%
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	-	0.6635	66.35%
Acute Oral Toxicity (c)	III	0.5747	57.47%
Estrogen receptor binding	+	0.8345	83.45%
Androgen receptor binding	+	0.6631	66.31%
Thyroid receptor binding	+	0.6036	60.36%
Glucocorticoid receptor binding	+	0.6704	67.04%
Aromatase binding	+	0.5936	59.36%
PPAR gamma	+	0.7922	79.22%
Honey bee toxicity	-	0.7125	71.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	99.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.56%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	99.54%	83.82%
CHEMBL4072	P07858	Cathepsin B	97.79%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.74%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.46%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.74%	93.03%
CHEMBL226	P30542	Adenosine A1 receptor	95.55%	95.93%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.35%	96.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.95%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	92.81%	98.59%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.80%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.49%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	89.77%	94.66%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.25%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.71%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.69%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.28%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.17%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.76%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.84%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.75%	96.00%
CHEMBL3837	P07711	Cathepsin L	85.36%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.06%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.78%	89.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.41%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	82.25%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.89%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.09%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46881045
• LOTUS: LTS0089290
• wikiData: Q104246176