(2R)-N-[(2S)-1-[(2S)-1-[(2R,3R)-1-[(2R)-1-[2-[(2S)-1,3-dihydroxy-1-[(Z)-1-hydroxy-1-[(2R,3R)-1-hydroxy-3-methyl-1-[[(2Z,6S,9S,12R)-5,8,11-trihydroxy-9-(2-methylpropyl)-6-propan-2-yl-1-thia-4,7,10-triazacyclotrideca-2,4,7,10-tetraen-12-yl]imino]pentan-2-yl]iminobut-2-en-2-yl]iminopropan-2-yl]imino-2-hydroxyethyl]imino-1,5-dihydroxy-5-iminopentan-2-yl]imino-1-hydroxy-3-methylpentan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]imino-1-hydroxy-3-phenylpropan-2-yl]-2-[[(2R)-2-[[(2R)-2-[[(Z)-2-[[[(2R)-1-[(Z)-2-[[(2R)-2-[[[(2R)-1-[(Z)-2-(3,4-dimethyl-5-oxoimidazolidin-1-yl)but-2-enoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-1-hydroxypropylidene]amino]but-2-enoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-1-hydroxybut-2-enylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxypropylidene]amino]pentanediimidic acid

Details

• Internal ID: 5fc258bf-8fd0-40f1-baeb-059dbd5a8ecf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2R)-N-[(2S)-1-[(2S)-1-[(2R,3R)-1-[(2R)-1-[2-[(2S)-1,3-dihydroxy-1-[(Z)-1-hydroxy-1-[(2R,3R)-1-hydroxy-3-methyl-1-[[(2Z,6S,9S,12R)-5,8,11-trihydroxy-9-(2-methylpropyl)-6-propan-2-yl-1-thia-4,7,10-triazacyclotrideca-2,4,7,10-tetraen-12-yl]imino]pentan-2-yl]iminobut-2-en-2-yl]iminopropan-2-yl]imino-2-hydroxyethyl]imino-1,5-dihydroxy-5-iminopentan-2-yl]imino-1-hydroxy-3-methylpentan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]imino-1-hydroxy-3-phenylpropan-2-yl]-2-[[(2R)-2-[[(2R)-2-[[(Z)-2-[[[(2R)-1-[(Z)-2-[[(2R)-2-[[[(2R)-1-[(Z)-2-(3,4-dimethyl-5-oxoimidazolidin-1-yl)but-2-enoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-1-hydroxypropylidene]amino]but-2-enoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-1-hydroxybut-2-enylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxypropylidene]amino]pentanediimidic acid
• SMILES (Canonical): CCC(C)C(C(=NC(CCC(=N)O)C(=NCC(=NC(CO)C(=NC(=CC)C(=NC(C(C)CC)C(=NC1CSC=CN=C(C(N=C(C(N=C1O)CC(C)C)O)C(C)C)O)O)O)O)O)O)O)N=C(C(C(C)C)N=C(C(CC2=CC=CC=C2)N=C(C(CCC(=N)O)N=C(C(C)N=C(C(C)N=C(C(=CC)N=C(C3CCCN3C(=O)C(=CC)N=C(C(C)N=C(C4CCCN4C(=O)C(=CC)N5CN(C(C5=O)C)C)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CC[C@@H](C)[C@H](C(=N[C@H](CCC(=N)O)C(=NCC(=N[C@@H](CO)C(=N/C(=C\C)/C(=N[C@H]([C@H](C)CC)C(=N[C@H]1CS/C=C\N=C([C@@H](N=C([C@@H](N=C1O)CC(C)C)O)C(C)C)O)O)O)O)O)O)O)N=C([C@H](C(C)C)N=C([C@H](CC2=CC=CC=C2)N=C([C@@H](CCC(=N)O)N=C([C@@H](C)N=C([C@@H](C)N=C(/C(=C/C)/N=C([C@H]3CCCN3C(=O)/C(=C/C)/N=C([C@@H](C)N=C([C@H]4CCCN4C(=O)/C(=C/C)/N5CN(C(C5=O)C)C)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C97H148N24O24S/c1-20-52(13)76(94(142)113-67-47-146-42-39-100-91(139)74(50(9)10)114-85(133)64(43-49(7)8)111-88(67)136)116-83(131)60(23-4)106-87(135)66(46-122)105-73(125)45-101-81(129)62(35-37-71(98)123)110-93(141)77(53(14)21-2)117-92(140)75(51(11)12)115-86(134)65(44-58-31-27-26-28-32-58)112-84(132)63(36-38-72(99)124)109-80(128)55(16)102-78(126)54(15)103-82(130)59(22-3)107-90(138)70-34-29-40-119(70)96(144)61(24-5)108-79(127)56(17)104-89(137)69-33-30-41-120(69)97(145)68(25-6)121-48-118(19)57(18)95(121)143/h22-28,31-32,39,42,49-57,62-67,69-70,74-77,122H,20-21,29-30,33-38,40-41,43-48H2,1-19H3,(H2,98,123)(H2,99,124)(H,100,139)(H,101,129)(H,102,126)(H,103,130)(H,104,137)(H,105,125)(H,106,135)(H,107,138)(H,108,127)(H,109,128)(H,110,141)(H,111,136)(H,112,132)(H,113,142)(H,114,133)(H,115,134)(H,116,131)(H,117,140)/b42-39-,59-22-,60-23-,61-24-,68-25-/t52-,53-,54-,55-,56-,57?,62-,63-,64+,65+,66+,67+,69-,70-,74+,75+,76-,77-/m1/s1
• InChI Key: UKTBKRCZCSGHAB-WLLCWXCZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉₇H₁₄₈N₂₄O₂₄S
• Molecular Weight: 2066.40 g/mol
• Exact Mass: 2066.08525769 g/mol
• Topological Polar Surface Area (TPSA): 785.00 Ų
• XlogP: 11.60
• Atomic LogP (AlogP): 13.31
• H-Bond Acceptor: 26
• H-Bond Donor: 23
• Rotatable Bonds: 50

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9152	91.52%
Caco-2	-	0.8562	85.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5173	51.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7986	79.86%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9749	97.49%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8542	85.42%
CYP3A4 substrate	+	0.7589	75.89%
CYP2C9 substrate	+	0.5880	58.80%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.5721	57.21%
CYP2C9 inhibition	-	0.7993	79.93%
CYP2C19 inhibition	-	0.7674	76.74%
CYP2D6 inhibition	-	0.8850	88.50%
CYP1A2 inhibition	-	0.7894	78.94%
CYP2C8 inhibition	+	0.8540	85.40%
CYP inhibitory promiscuity	-	0.9075	90.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6100	61.00%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7483	74.83%
Skin corrosion	-	0.9073	90.73%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7393	73.93%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8279	82.79%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9459	94.59%
Acute Oral Toxicity (c)	III	0.6163	61.63%
Estrogen receptor binding	-	0.5593	55.93%
Androgen receptor binding	+	0.7800	78.00%
Thyroid receptor binding	+	0.8160	81.60%
Glucocorticoid receptor binding	+	0.8473	84.73%
Aromatase binding	+	0.7846	78.46%
PPAR gamma	+	0.7787	77.87%
Honey bee toxicity	-	0.6176	61.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9150	91.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.01%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	97.35%	90.71%
CHEMBL4072	P07858	Cathepsin B	96.04%	93.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.56%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.67%	93.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.54%	97.64%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.33%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.11%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.79%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	90.21%	90.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.08%	98.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.74%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.50%	96.47%
CHEMBL268	P43235	Cathepsin K	88.26%	96.85%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.12%	82.38%
CHEMBL2514	O95665	Neurotensin receptor 2	87.63%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.30%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.97%	96.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.89%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.50%	94.08%
CHEMBL2535	P11166	Glucose transporter	86.02%	98.75%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.72%	99.18%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.67%	91.81%
CHEMBL1951	P21397	Monoamine oxidase A	83.47%	91.49%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.08%	90.08%
CHEMBL4531	P17931	Galectin-3	80.60%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192186
• LOTUS: LTS0240048
• wikiData: Q105274886