Cebulantin

Details

• Internal ID: 89c75981-badf-4003-90ae-078af281f66b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3R,6S,9S,15S,18S,21S)-21-[[(2S)-1-[(1S,2S,5R,8S,10R,20S,23R,26S,27S,30S)-27-[[(2S,3S)-2-[[(1R)-2-(2-aminoacetyl)cyclopentanecarbonyl]amino]-3-methylpentanoyl]amino]-30-benzyl-14,36-di(ethylidene)-10-hydroxy-20-(1H-indol-3-ylmethyl)-2,26-dimethyl-7,13,16,19,22,28,31,34,37,39-decaoxo-3,25-dithia-6,12,15,18,21,29,32,35,38,40-decazatricyclo[21.15.2.08,12]tetracontane-5-carbonyl]pyrrolidine-2-carbonyl]amino]-15-(2-amino-2-oxoethyl)-12-ethylidene-6-(hydroxymethyl)-18-methyl-5,8,11,14,17,20-hexaoxo-9-propan-2-yl-1-thia-4,7,10,13,16,19-hexazacyclodocosane-3-carboxylic acid
• SMILES (Canonical): CCC(C)C(C(=O)NC1C(SCC2C(=O)NC(C(=O)NCC(=O)NC(=CC)C(=O)N3CC(CC3C(=O)NC(CSC(C(C(=O)N2)NC(=O)C(=CC)NC(=O)CNC(=O)C(NC1=O)CC4=CC=CC=C4)C)C(=O)N5CCCC5C(=O)NC6CSCC(NC(=O)C(NC(=O)C(NC(=O)C(=CC)NC(=O)C(NC(=O)C(NC6=O)C)CC(=O)N)C(C)C)CO)C(=O)O)O)CC7=CNC8=CC=CC=C87)C)NC(=O)C9CCCC9C(=O)CN
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N[C@@H]1[C@@H](SC[C@H]2C(=O)N[C@H](C(=O)NCC(=O)NC(=CC)C(=O)N3C[C@@H](C[C@H]3C(=O)N[C@@H](CS[C@H]([C@H](C(=O)N2)NC(=O)C(=CC)NC(=O)CNC(=O)[C@@H](NC1=O)CC4=CC=CC=C4)C)C(=O)N5CCC[C@H]5C(=O)N[C@@H]6CSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C(=CC)NC(=O)[C@@H](NC(=O)[C@@H](NC6=O)C)CC(=O)N)C(C)C)CO)C(=O)O)O)CC7=CNC8=CC=CC=C87)C)NC(=O)[C@@H]9CCCC9C(=O)CN
• InChI: InChI=1S/C95H131N23O26S3/c1-11-45(7)74(114-78(126)54-26-20-25-53(54)69(121)34-96)90(138)116-76-48(10)146-42-64-86(134)106-60(31-50-35-98-58-27-19-18-24-52(50)58)80(128)100-37-72(124)103-57(14-4)93(141)118-38-51(120)32-68(118)88(136)111-65(43-147-47(9)75(92(140)110-64)115-81(129)55(12-2)102-71(123)36-99-79(127)59(107-91(76)139)30-49-22-16-15-17-23-49)94(142)117-29-21-28-67(117)87(135)109-63-40-145-41-66(95(143)144)112-84(132)62(39-119)108-89(137)73(44(5)6)113-82(130)56(13-3)104-83(131)61(33-70(97)122)105-77(125)46(8)101-85(63)133/h12-19,22-24,27,35,44-48,51,53-54,59-68,73-76,98,119-120H,11,20-21,25-26,28-34,36-43,96H2,1-10H3,(H2,97,122)(H,99,127)(H,100,128)(H,101,133)(H,102,123)(H,103,124)(H,104,131)(H,105,125)(H,106,134)(H,107,139)(H,108,137)(H,109,135)(H,110,140)(H,111,136)(H,112,132)(H,113,130)(H,114,126)(H,115,129)(H,116,138)(H,143,144)/t45-,46-,47-,48-,51+,53?,54+,59-,60-,61-,62-,63+,64-,65-,66-,67-,68-,73-,74-,75+,76+/m0/s1
• InChI Key: NFKAZFDQELSTCL-ZOSKEMBGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉₅H₁₃₁N₂₃O₂₆S₃
• Molecular Weight: 2107.40 g/mol
• Exact Mass: 2106.8831297 g/mol
• Topological Polar Surface Area (TPSA): 820.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -6.86
• H-Bond Acceptor: 29
• H-Bond Donor: 24
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9300	93.00%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.3793	37.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7984	79.84%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.8655	86.55%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9680	96.80%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8732	87.32%
CYP3A4 substrate	+	0.7664	76.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.6077	60.77%
CYP2C9 inhibition	-	0.7773	77.73%
CYP2C19 inhibition	-	0.7220	72.20%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.8424	84.24%
CYP2C8 inhibition	+	0.8712	87.12%
CYP inhibitory promiscuity	-	0.7552	75.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7115	71.15%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6339	63.39%
Acute Oral Toxicity (c)	III	0.5748	57.48%
Estrogen receptor binding	-	0.5874	58.74%
Androgen receptor binding	+	0.7649	76.49%
Thyroid receptor binding	+	0.8257	82.57%
Glucocorticoid receptor binding	+	0.8571	85.71%
Aromatase binding	+	0.8281	82.81%
PPAR gamma	+	0.7853	78.53%
Honey bee toxicity	-	0.5926	59.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9824	98.24%

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%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.57%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.28%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.03%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.76%	96.09%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	98.15%	95.42%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	97.53%	88.42%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.37%	88.56%
CHEMBL226	P30542	Adenosine A1 receptor	97.29%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.08%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	96.85%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.83%	90.08%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.48%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.99%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.48%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.95%	93.10%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.94%	96.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.81%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.61%	95.89%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	93.17%	90.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.16%	82.69%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	92.73%	95.00%
CHEMBL4801	P29466	Caspase-1	92.37%	96.85%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.87%	98.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.30%	94.66%
CHEMBL261	P00915	Carbonic anhydrase I	91.22%	96.76%
CHEMBL2514	O95665	Neurotensin receptor 2	91.17%	100.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	91.05%	98.24%
CHEMBL255	P29275	Adenosine A2b receptor	90.64%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.28%	99.23%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.23%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	89.71%	96.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.52%	96.90%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	89.48%	96.11%
CHEMBL2535	P11166	Glucose transporter	89.11%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	88.48%	91.19%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.25%	97.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.03%	93.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.46%	92.88%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.43%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	86.26%	90.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.50%	91.71%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.40%	92.32%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.28%	100.00%
CHEMBL4071	P08311	Cathepsin G	85.27%	94.64%
CHEMBL1075317	P61964	WD repeat-containing protein 5	84.36%	96.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.27%	94.62%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.22%	95.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.15%	96.69%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.88%	89.62%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.36%	97.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.12%	93.03%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	81.94%	96.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.72%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.41%	94.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.28%	96.25%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.24%	99.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.36%	95.50%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 146682147
• LOTUS: LTS0243514
• wikiData: Q104919777