(2S)-N-[(2R)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[[(3S,6S,9R,12S,15S,16S)-9-benzyl-2,5,8,11-tetrahydroxy-6-[(1R)-1-hydroxyethyl]-3-(2-hydroxy-2-iminoethyl)-12-(3-hydroxy-3-iminopropyl)-13,16-dimethyl-14,18-dioxo-1,4,7,10,13-pentazacyclononadeca-1,4,7,10-tetraen-15-yl]imino]-1-hydroxy-3-sulfopropan-2-yl]imino-5-carbamimidamido-1-hydroxypentan-2-yl]imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1-hydroxy-3,3-dimethylbutan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]-1-[(2S)-3-(4-bromophenyl)-2-[[(2R)-1-hydroxy-2-(hydroxymethylideneamino)propylidene]amino]propanoyl]pyrrolidine-2-carboximidic acid

Details

• Internal ID: a13a9e8c-cdcc-4b95-a91c-b74ea0c7be27
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-N-[(2R)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[[(3S,6S,9R,12S,15S,16S)-9-benzyl-2,5,8,11-tetrahydroxy-6-[(1R)-1-hydroxyethyl]-3-(2-hydroxy-2-iminoethyl)-12-(3-hydroxy-3-iminopropyl)-13,16-dimethyl-14,18-dioxo-1,4,7,10,13-pentazacyclononadeca-1,4,7,10-tetraen-15-yl]imino]-1-hydroxy-3-sulfopropan-2-yl]imino-5-carbamimidamido-1-hydroxypentan-2-yl]imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1-hydroxy-3,3-dimethylbutan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]-1-[(2S)-3-(4-bromophenyl)-2-[[(2R)-1-hydroxy-2-(hydroxymethylideneamino)propylidene]amino]propanoyl]pyrrolidine-2-carboximidic acid
• SMILES (Canonical): CC1CC(=O)CN=C(C(N=C(C(N=C(C(N=C(C(N(C(=O)C1N=C(C(CS(=O)(=O)O)N=C(C(CCCNC(=N)N)N=C(C(CC2=CNC3=CC=CC=C32)N=C(C(C(C)(C)C)N=C(C(C(C)C)N=C(C4CCCN4C(=O)C(CC5=CC=C(C=C5)Br)N=C(C(C)N=CO)O)O)O)O)O)O)O)C)CCC(=N)O)O)CC6=CC=CC=C6)O)C(C)O)O)CC(=N)O)O
• SMILES (Isomeric): C[C@H]1CC(=O)CN=C([C@@H](N=C([C@@H](N=C([C@H](N=C([C@@H](N(C(=O)[C@H]1N=C([C@@H](CS(=O)(=O)O)N=C([C@H](CCCNC(=N)N)N=C([C@H](CC2=CNC3=CC=CC=C32)N=C([C@H](C(C)(C)C)N=C([C@@H](C(C)C)N=C([C@@H]4CCCN4C(=O)[C@H](CC5=CC=C(C=C5)Br)N=C([C@@H](C)N=CO)O)O)O)O)O)O)O)C)CCC(=N)O)O)CC6=CC=CC=C6)O)[C@@H](C)O)O)CC(=N)O)O
• InChI: InChI=1S/C79H111BrN20O21S/c1-40(2)61(95-72(113)58-22-16-30-100(58)76(117)55(93-65(106)42(4)88-39-101)33-45-23-25-47(80)26-24-45)73(114)98-64(79(6,7)8)75(116)92-53(34-46-36-86-50-20-14-13-19-49(46)50)68(109)89-51(21-15-29-85-78(83)84)67(108)94-56(38-122(119,120)121)70(111)96-62-41(3)31-48(103)37-87-66(107)54(35-60(82)105)91-74(115)63(43(5)102)97-69(110)52(32-44-17-11-10-12-18-44)90-71(112)57(27-28-59(81)104)99(9)77(62)118/h10-14,17-20,23-26,36,39-43,51-58,61-64,86,102H,15-16,21-22,27-35,37-38H2,1-9H3,(H2,81,104)(H2,82,105)(H,87,107)(H,88,101)(H,89,109)(H,90,112)(H,91,115)(H,92,116)(H,93,106)(H,94,108)(H,95,113)(H,96,111)(H,97,110)(H,98,114)(H4,83,84,85)(H,119,120,121)/t41-,42+,43+,51-,52+,53-,54-,55-,56+,57-,58-,61+,62-,63-,64+/m0/s1
• InChI Key: BAVRERVRSYQBOR-UNOCJTLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₉H₁₁₁BrN₂₀O₂₁S
• Molecular Weight: 1788.80 g/mol
• Exact Mass: 1786.71367 g/mol
• Topological Polar Surface Area (TPSA): 698.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 8.04
• H-Bond Acceptor: 21
• H-Bond Donor: 22
• Rotatable Bonds: 35

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9045	90.45%
Caco-2	-	0.8570	85.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.3968	39.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8009	80.09%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9753	97.53%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8680	86.80%
CYP3A4 substrate	+	0.7660	76.60%
CYP2C9 substrate	-	0.7916	79.16%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.6057	60.57%
CYP2C9 inhibition	-	0.7024	70.24%
CYP2C19 inhibition	-	0.6660	66.60%
CYP2D6 inhibition	-	0.8417	84.17%
CYP1A2 inhibition	-	0.7179	71.79%
CYP2C8 inhibition	+	0.8645	86.45%
CYP inhibitory promiscuity	-	0.8018	80.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5300	53.00%
Carcinogenicity (trinary)	Non-required	0.5694	56.94%
Eye corrosion	-	0.9761	97.61%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7568	75.68%
Skin corrosion	-	0.9090	90.90%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7251	72.51%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5026	50.26%
skin sensitisation	-	0.8277	82.77%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9720	97.20%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	-	0.6486	64.86%
Androgen receptor binding	+	0.7717	77.17%
Thyroid receptor binding	+	0.8391	83.91%
Glucocorticoid receptor binding	+	0.8642	86.42%
Aromatase binding	+	0.8224	82.24%
PPAR gamma	+	0.7989	79.89%
Honey bee toxicity	-	0.6016	60.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.58%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	99.58%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.12%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.96%	97.64%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	97.91%	91.81%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.60%	98.33%
CHEMBL1914	P06276	Butyrylcholinesterase	96.85%	95.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	96.63%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.36%	90.08%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	95.99%	96.25%
CHEMBL3729	P22748	Carbonic anhydrase IV	95.95%	99.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.32%	99.23%
CHEMBL2535	P11166	Glucose transporter	95.07%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	94.12%	85.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	94.04%	95.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.65%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	93.44%	96.90%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	93.37%	97.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.31%	95.89%
CHEMBL4073	P09237	Matrix metalloproteinase 7	92.22%	97.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.00%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.68%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL321	P14780	Matrix metalloproteinase 9	90.08%	92.12%
CHEMBL3902	P09211	Glutathione S-transferase Pi	89.65%	93.81%
CHEMBL4789	P35218	Carbonic anhydrase VA	89.61%	96.26%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	89.59%	96.11%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	89.58%	97.50%
CHEMBL2514	O95665	Neurotensin receptor 2	89.33%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.26%	85.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.25%	93.56%
CHEMBL1293287	P14735	Insulin-degrading enzyme	87.95%	88.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.71%	96.47%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.26%	95.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.23%	96.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.37%	91.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.15%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.55%	82.69%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.30%	96.37%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.91%	94.66%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.90%	89.00%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	83.96%	89.76%
CHEMBL340	P08684	Cytochrome P450 3A4	83.88%	91.19%
CHEMBL5028	O14672	ADAM10	83.02%	97.50%
CHEMBL217	P14416	Dopamine D2 receptor	82.83%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.52%	86.33%
CHEMBL1781	P11387	DNA topoisomerase I	82.04%	97.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.79%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.73%	93.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.58%	95.17%
CHEMBL1900	P15121	Aldose reductase	81.57%	92.38%
CHEMBL1902	P62942	FK506-binding protein 1A	80.51%	97.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.48%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191796
• LOTUS: LTS0212291
• wikiData: Q104922475