Unk-Leu-Glu-D-aIle-D-Lys(1)-D-Orn-D-Ile-D-Phe-D-His-D-Asp-D-Asn-(1)

Details

• Internal ID: 3761aa2e-57ef-42fc-a98f-abcf1a20c418
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: (4S)-4-[[(2S)-2-[[(4R)-2-[(1R,2R)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methylpentanoyl]amino]-5-[[(2R,3S)-1-[[(3R,6R,9R,12R,15R,18R,21R)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-[(2R)-butan-2-yl]-6-(carboxymethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclopentacos-21-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCCCCC(C(=O)NC(C(=O)N1)CCCN)NC(=O)C(C(C)CC)NC(=O)C(CCC(=O)O)NC(=O)C(CC(C)C)NC(=O)C2CSC(=N2)C(C(C)CC)N)CC(=O)N)CC(=O)O)CC3=CN=CN3)CC4=CC=CC=C4
• SMILES (Isomeric): CC[C@@H](C)[C@@H]1C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)NCCCC[C@H](C(=O)N[C@@H](C(=O)N1)CCCN)NC(=O)[C@@H]([C@@H](C)CC)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CSC(=N2)[C@@H]([C@H](C)CC)N)CC(=O)N)CC(=O)O)CC3=CN=CN3)CC4=CC=CC=C4
• InChI: InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35-,36+,37-,40-,41-,42+,43+,44-,45-,46-,47-,48+,52-,53-,54-/m1/s1
• InChI Key: CLKOFPXJLQSYAH-YBVXDRQKSA-N
• Popularity: 61 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₀₃N₁₇O₁₆S
• Molecular Weight: 1422.70 g/mol
• Exact Mass: 1421.74894144 g/mol
• Topological Polar Surface Area (TPSA): 556.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -1.68
• H-Bond Acceptor: 19
• H-Bond Donor: 17
• Rotatable Bonds: 31

Synonyms

• DSSTox_RID_80821
• DSSTox_GSID_45355
• Bacitracin A
• DTXSID00858765
• NCGC00016582-01
• CAS-1405-87-4
• CHEMBL3183126
• 22601-59-8
• Tox21_110506
• Tox21_113180

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5473	54.73%
Caco-2	-	0.8675	86.75%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4232	42.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9711	97.11%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8733	87.33%
CYP3A4 substrate	+	0.7479	74.79%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.9011	90.11%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.8296	82.96%
CYP inhibitory promiscuity	-	0.9122	91.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6027	60.27%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7074	70.74%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.7427	74.27%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9484	94.84%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7838	78.38%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	+	0.5297	52.97%
Androgen receptor binding	+	0.7213	72.13%
Thyroid receptor binding	+	0.7200	72.00%
Glucocorticoid receptor binding	+	0.7992	79.92%
Aromatase binding	+	0.8026	80.26%
PPAR gamma	+	0.7143	71.43%
Honey bee toxicity	-	0.6599	65.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9177	91.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.60%	96.09%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	99.49%	88.42%
CHEMBL221	P23219	Cyclooxygenase-1	99.38%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.27%	97.64%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.19%	97.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.64%	98.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.63%	97.09%
CHEMBL4071	P08311	Cathepsin G	96.26%	94.64%
CHEMBL1293287	P14735	Insulin-degrading enzyme	96.03%	88.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.93%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.66%	98.05%
CHEMBL1255126	O15151	Protein Mdm4	95.64%	90.20%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.51%	93.00%
CHEMBL3837	P07711	Cathepsin L	95.42%	96.61%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	95.42%	97.43%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.36%	93.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	94.50%	96.90%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	94.09%	90.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.52%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.90%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.06%	93.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.94%	100.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	91.33%	98.24%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	90.69%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.49%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.36%	95.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.73%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.51%	95.89%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	89.41%	98.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.23%	95.50%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	89.22%	93.85%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.12%	85.14%
CHEMBL2514	O95665	Neurotensin receptor 2	88.96%	100.00%
CHEMBL4801	P29466	Caspase-1	87.91%	96.85%
CHEMBL220	P22303	Acetylcholinesterase	87.83%	94.45%
CHEMBL2535	P11166	Glucose transporter	87.01%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	86.80%	95.93%
CHEMBL202	P00374	Dihydrofolate reductase	86.42%	89.92%
CHEMBL1781	P11387	DNA topoisomerase I	85.92%	97.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.60%	97.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.57%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.42%	90.71%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	85.31%	82.86%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	84.40%	96.11%
CHEMBL4040	P28482	MAP kinase ERK2	84.25%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.86%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.50%	96.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.30%	92.88%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.15%	96.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL1801	P00747	Plasminogen	82.97%	92.44%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.67%	88.56%
CHEMBL259	P32245	Melanocortin receptor 4	82.31%	95.38%
CHEMBL255	P29275	Adenosine A2b receptor	81.65%	98.59%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.63%	95.71%
CHEMBL3776	Q14790	Caspase-8	81.42%	97.06%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.27%	96.47%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.54%	94.62%
CHEMBL5028	O14672	ADAM10	80.52%	97.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.11%	97.53%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 60196264
• LOTUS: LTS0228137
• wikiData: Q81977815