Bacitracin D1

Details

• Internal ID: 1ae5dbd9-e1f9-4007-bd53-fc88162c2850
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (4R)-4-[[(2S)-2-[[(4R)-2-[(1S)-1-amino-2-methylpropyl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methylpentanoyl]amino]-5-[[(2S,3S)-1-[4-[(2S,5R,8S,11R,14S,17R,20S)-20-(2-amino-2-oxoethyl)-5-(3-aminopropyl)-11-benzyl-17-(carboxymethyl)-14-(1H-imidazol-5-ylmethyl)-3,6,9,12,15,18,21-heptaoxo-8-propan-2-yl-1,4,7,10,13,16,19-heptazacyclohenicos-2-yl]butylamino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid
• InChI: InChI=1S/C64H99N17O16S/c1-9-35(8)52(81-55(89)40(20-21-48(83)84)73-56(90)41(24-32(2)3)74-61(95)46-30-98-64(79-46)50(67)33(4)5)62(96)69-23-14-13-18-38-53(87)71-39(19-15-22-65)54(88)80-51(34(6)7)63(97)78-42(25-36-16-11-10-12-17-36)57(91)75-43(26-37-29-68-31-70-37)58(92)77-45(28-49(85)86)60(94)76-44(27-47(66)82)59(93)72-38/h10-12,16-17,29,31-35,38-46,50-52H,9,13-15,18-28,30,65,67H2,1-8H3,(H2,66,82)(H,68,70)(H,69,96)(H,71,87)(H,72,93)(H,73,90)(H,74,95)(H,75,91)(H,76,94)(H,77,92)(H,78,97)(H,80,88)(H,81,89)(H,83,84)(H,85,86)/t35-,38-,39+,40+,41-,42+,43-,44-,45+,46-,50-,51-,52-/m0/s1
• InChI Key: IJPFKEXOOCEJSM-NXISNYNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₉₉N₁₇O₁₆S
• Molecular Weight: 1394.60 g/mol
• Exact Mass: 1393.71764131 g/mol
• Topological Polar Surface Area (TPSA): 556.00 Ų
• XlogP: -4.80
• Atomic LogP (AlogP): -2.46
• H-Bond Acceptor: 19
• H-Bond Donor: 17
• Rotatable Bonds: 33

Synonyms

• RefChem:116269
• (4R)-4-(((2S)-2-((((4R)-2-((1S)-1-amino-2-methylpropyl)-4,5-dihydro-1,3-thiazol-4-yl)(hydroxy)methylidene)amino)-1-hydroxy-4-methylpentylidene)amino)-4-(((1S,2S)-1-((4-((2S,5R,8S,11R,14S,17R,20S)-5-(3-aminopropyl)-11-benzyl-17-(carboxymethyl)-3,6,9,12,15,18,21-heptahydroxy-20-((C-hydroxycarbonimidoyl)methyl)-14-((1H-imidazol-5-yl)methyl)-8-(propan-2-yl)-1,4,7,10,13,16,19-heptaazacyclohenicosa-1(21),3,6,9,12,15,18-heptaen-2-yl)butyl)-C-hydroxycarbonimidoyl)-2-methylbutyl)-C-hydroxycarbonimidoyl)butanoate
• (4R)-4-(((2S)-2-(((4R)-2-((1S)-1-amino-2-methylpropyl)-4,5-dihydro-1,3-thiazole-4-carbonyl)amino)-4-methylpentanoyl)amino)-5-(((2S,3S)-1-(4-((2S,5R,8S,11R,14S,17R,20S)-20-(2-amino-2-oxoethyl)-5-(3-aminopropyl)-11-benzyl-17-(carboxymethyl)-14-(1H-imidazol-5-ylmethyl)-3,6,9,12,15,18,21-heptaoxo-8-propan-2-yl-1,4,7,10,13,16,19-heptazacyclohenicos-2-yl)butylamino)-3-methyl-1-oxopentan-2-yl)amino)-5-oxopentanoic acid
• (4R)-4-[[(2S)-2-[[(4R)-2-[(1S)-1-amino-2-methylpropyl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methylpentanoyl]amino]-5-[[(2S,3S)-1-[4-[(2S,5R,8S,11R,14S,17R,20S)-20-(2-amino-2-oxoethyl)-5-(3-aminopropyl)-11-benzyl-17-(carboxymethyl)-14-(1H-imidazol-5-ylmethyl)-3,6,9,12,15,18,21-heptaoxo-8-propan-2-yl-1,4,7,10,13,16,19-heptazacyclohenicos-2-yl]butylamino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid
• (4R)-4-{[(2S)-2-({[(4R)-2-[(1S)-1-amino-2-methylpropyl]-4,5-dihydro-1,3-thiazol-4-yl](hydroxy)methylidene}amino)-1-hydroxy-4-methylpentylidene]amino}-4-{[(1S,2S)-1-({4-[(2S,5R,8S,11R,14S,17R,20S)-5-(3-aminopropyl)-11-benzyl-17-(carboxymethyl)-3,6,9,12,15,18,21-heptahydroxy-20-[(C-hydroxycarbonimidoyl)methyl]-14-[(1H-imidazol-5-yl)methyl]-8-(propan-2-yl)-1,4,7,10,13,16,19-heptaazacyclohenicosa-1(21),3,6,9,12,15,18-heptaen-2-yl]butyl}-C-hydroxycarbonimidoyl)-2-methylbutyl]-C-hydroxycarbonimidoyl}butanoate
• CHEBI:205047

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5965	59.65%
Caco-2	-	0.8645	86.45%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4652	46.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9209	92.09%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9734	97.34%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.8915	89.15%
CYP3A4 substrate	+	0.7401	74.01%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.9321	93.21%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.8735	87.35%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8621	86.21%
CYP2C8 inhibition	+	0.8089	80.89%
CYP inhibitory promiscuity	-	0.9068	90.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6056	60.56%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7743	77.43%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7033	70.33%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.8324	83.24%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9373	93.73%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6781	67.81%
Acute Oral Toxicity (c)	III	0.5888	58.88%
Estrogen receptor binding	+	0.5298	52.98%
Androgen receptor binding	+	0.7204	72.04%
Thyroid receptor binding	+	0.7471	74.71%
Glucocorticoid receptor binding	+	0.8071	80.71%
Aromatase binding	+	0.7998	79.98%
PPAR gamma	+	0.7514	75.14%
Honey bee toxicity	-	0.6961	69.61%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8278	82.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.63%	96.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	99.15%	97.23%
CHEMBL221	P23219	Cyclooxygenase-1	98.88%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.74%	97.64%
CHEMBL4040	P28482	MAP kinase ERK2	98.50%	83.82%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	98.04%	90.24%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.47%	98.33%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	96.87%	88.42%
CHEMBL202	P00374	Dihydrofolate reductase	96.82%	89.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	95.61%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL2514	O95665	Neurotensin receptor 2	94.36%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	93.90%	90.20%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.52%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.46%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.46%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.41%	95.00%
CHEMBL1293287	P14735	Insulin-degrading enzyme	93.36%	88.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.67%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	92.45%	94.45%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	92.24%	98.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.62%	93.56%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	90.54%	96.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.09%	85.14%
CHEMBL3837	P07711	Cathepsin L	89.97%	96.61%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.58%	98.05%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.11%	95.50%
CHEMBL255	P29275	Adenosine A2b receptor	88.38%	98.59%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.20%	85.31%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	87.78%	97.43%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.75%	95.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.21%	100.00%
CHEMBL1628481	P35414	Apelin receptor	87.00%	97.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.90%	92.32%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.51%	93.03%
CHEMBL1781	P11387	DNA topoisomerase I	86.39%	97.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.01%	89.34%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.95%	88.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.48%	96.00%
CHEMBL5028	O14672	ADAM10	85.24%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.00%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.88%	90.71%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.36%	82.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.78%	96.47%
CHEMBL4071	P08311	Cathepsin G	83.68%	94.64%
CHEMBL4801	P29466	Caspase-1	83.15%	96.85%
CHEMBL3401	O75469	Pregnane X receptor	82.90%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.36%	83.10%
CHEMBL3891	P07384	Calpain 1	82.34%	93.04%
CHEMBL2535	P11166	Glucose transporter	81.90%	98.75%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	81.71%	96.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.53%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.46%	95.89%
CHEMBL3776	Q14790	Caspase-8	81.09%	97.06%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	80.97%	95.72%
CHEMBL2996	Q05655	Protein kinase C delta	80.61%	97.79%

Plants that contains it

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Cross-Links

• PubChem: 10396695
• LOTUS: LTS0158487
• wikiData: Q77421736