Kistamicin B

Details

• Internal ID: 7a34f224-5cbe-45f2-87db-941f98fd02c3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 34-chloro-25-(3,5-dihydroxyphenyl)-38,51-dihydroxy-22-[[3-(4-hydroxyphenyl)-2-(2-phenylethylcarbamoylamino)propanoyl]amino]-23,26,29,44,46-pentaoxo-7,36-dioxa-18,24,27,30,43,45-hexazanonacyclo[29.13.2.23,6.232,35.18,12.113,17.137,41.010,28.016,20]tripentaconta-3(53),4,6(52),8,10,12(51),13(50),14,16,19,32,34,37,39,41(47),48-hexadecaene-42-carboxylic acid
• SMILES (Canonical): C1C2C(=O)NC(C3=CC(=C(C=C3)O)OC4=C(C=C(C=C4)C(C(=O)N2)NC(=O)C5C6=CC(=C(C(=C6)OC7=CC=C1C=C7)O)C8=CC9=C(C=C8)C(=CN9)CC(C(=O)NC(C(=O)N5)C1=CC(=CC(=C1)O)O)NC(=O)C(CC1=CC=C(C=C1)O)NC(=O)NCCC1=CC=CC=C1)Cl)C(=O)O
• SMILES (Isomeric): C1C2C(=O)NC(C3=CC(=C(C=C3)O)OC4=C(C=C(C=C4)C(C(=O)N2)NC(=O)C5C6=CC(=C(C(=C6)OC7=CC=C1C=C7)O)C8=CC9=C(C=C8)C(=CN9)CC(C(=O)NC(C(=O)N5)C1=CC(=CC(=C1)O)O)NC(=O)C(CC1=CC=C(C=C1)O)NC(=O)NCCC1=CC=CC=C1)Cl)C(=O)O
• InChI: InChI=1S/C70H60ClN9O16/c71-49-27-38-12-19-55(49)96-56-30-39(11-18-54(56)84)61(69(92)93)80-64(87)51-22-36-8-15-46(16-9-36)95-57-31-41-26-48(62(57)85)37-10-17-47-42(33-73-50(47)28-37)29-53(74-63(86)52(23-35-6-13-43(81)14-7-35)76-70(94)72-21-20-34-4-2-1-3-5-34)65(88)77-59(40-24-44(82)32-45(83)25-40)67(90)79-60(41)68(91)78-58(38)66(89)75-51/h1-19,24-28,30-33,51-53,58-61,73,81-85H,20-23,29H2,(H,74,86)(H,75,89)(H,77,88)(H,78,91)(H,79,90)(H,80,87)(H,92,93)(H2,72,76,94)
• InChI Key: ACUGLGSAQKAJRT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₀H₆₀ClN₉O₁₆
• Molecular Weight: 1318.70 g/mol
• Exact Mass: 1317.3846546 g/mol
• Topological Polar Surface Area (TPSA): 388.00 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.96
• H-Bond Acceptor: 15
• H-Bond Donor: 15
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8677	86.77%
Caco-2	-	0.8625	86.25%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Nucleus	0.5553	55.53%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8212	82.12%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.8809	88.09%
OCT2 inhibitior	-	0.7037	70.37%
BSEP inhibitior	+	0.9877	98.77%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	+	0.8510	85.10%
CYP3A4 substrate	+	0.7560	75.60%
CYP2C9 substrate	-	0.8094	80.94%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	-	0.7113	71.13%
CYP2C9 inhibition	-	0.6910	69.10%
CYP2C19 inhibition	-	0.6188	61.88%
CYP2D6 inhibition	-	0.7830	78.30%
CYP1A2 inhibition	-	0.6212	62.12%
CYP2C8 inhibition	+	0.8777	87.77%
CYP inhibitory promiscuity	-	0.6354	63.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6149	61.49%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.7695	76.95%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6703	67.03%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5483	54.83%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6873	68.73%
Acute Oral Toxicity (c)	III	0.6246	62.46%
Estrogen receptor binding	+	0.7285	72.85%
Androgen receptor binding	+	0.7923	79.23%
Thyroid receptor binding	+	0.6786	67.86%
Glucocorticoid receptor binding	+	0.6588	65.88%
Aromatase binding	+	0.6563	65.63%
PPAR gamma	+	0.7199	71.99%
Honey bee toxicity	-	0.6083	60.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6349	63.49%
Fish aquatic toxicity	+	0.7554	75.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.96%	98.95%
CHEMBL236	P41143	Delta opioid receptor	99.62%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.51%	91.11%
CHEMBL3837	P07711	Cathepsin L	98.97%	96.61%
CHEMBL233	P35372	Mu opioid receptor	98.95%	97.93%
CHEMBL1914	P06276	Butyrylcholinesterase	98.00%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.87%	94.45%
CHEMBL1801	P00747	Plasminogen	97.25%	92.44%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	97.14%	95.34%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	96.82%	95.52%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	95.67%	85.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.42%	97.23%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	95.37%	92.29%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	94.74%	91.71%
CHEMBL1951	P21397	Monoamine oxidase A	93.57%	91.49%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.48%	95.58%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	93.48%	96.11%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	93.41%	89.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.39%	99.15%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.92%	85.31%
CHEMBL242	Q92731	Estrogen receptor beta	92.60%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.46%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.44%	94.00%
CHEMBL2327	P21452	Neurokinin 2 receptor	92.34%	98.89%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	92.29%	96.67%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.00%	97.64%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.60%	97.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.17%	89.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	90.85%	96.25%
CHEMBL1944	P08473	Neprilysin	90.31%	92.63%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.47%	95.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	89.31%	92.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.09%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.56%	94.62%
CHEMBL2535	P11166	Glucose transporter	87.97%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.96%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.81%	98.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.75%	96.39%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.71%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.34%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.04%	92.62%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	85.75%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.52%	90.71%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.46%	97.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.42%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	85.16%	82.86%
CHEMBL340	P08684	Cytochrome P450 3A4	85.08%	91.19%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	84.87%	96.00%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL4302	P08183	P-glycoprotein 1	84.40%	92.98%
CHEMBL2000	P03952	Plasma kallikrein	84.16%	93.92%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.81%	94.23%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	82.29%	97.03%
CHEMBL217	P14416	Dopamine D2 receptor	82.10%	95.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.73%	85.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.57%	95.78%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.91%	97.50%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	80.84%	96.28%
CHEMBL3891	P07384	Calpain 1	80.27%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.26%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.03%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 17748669
• LOTUS: LTS0061617
• wikiData: Q77385356