Katanosin B

Details

• Internal ID: 0958aee4-35b0-442d-9019-e6b834354d86
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-2-amino-N-[(2S)-1-[[(3S,6S,12S,15S,18R,21S,24S,27S,28R)-6-[(1S)-2-amino-1-hydroxy-2-oxoethyl]-18-[3-(diaminomethylideneamino)propyl]-12-[(1S)-1-hydroxyethyl]-3-(hydroxymethyl)-24-[(1R)-1-hydroxy-2-methylpropyl]-21-(2-methylbutyl)-2,5,8,11,14,17,20,23,26-nonaoxo-28-phenyl-15-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-27-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide
• InChI: InChI=1S/C58H97N15O17/c1-12-30(10)23-36-50(82)65-34(19-16-20-63-58(61)62)49(81)70-39(28(6)7)53(85)71-40(31(11)75)52(84)64-24-38(76)69-42(45(78)47(60)79)55(87)68-37(25-74)57(89)90-46(32-17-14-13-15-18-32)43(56(88)72-41(54(86)67-36)44(77)29(8)9)73-51(83)35(22-27(4)5)66-48(80)33(59)21-26(2)3/h13-15,17-18,26-31,33-37,39-46,74-75,77-78H,12,16,19-25,59H2,1-11H3,(H2,60,79)(H,64,84)(H,65,82)(H,66,80)(H,67,86)(H,68,87)(H,69,76)(H,70,81)(H,71,85)(H,72,88)(H,73,83)(H4,61,62,63)/t30?,31-,33+,34+,35-,36-,37-,39-,40-,41-,42-,43-,44+,45-,46+/m0/s1
• InChI Key: NVTYPLQREHKFOG-LTAFLNRISA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₇N₁₅O₁₇
• Molecular Weight: 1276.50 g/mol
• Exact Mass: 1275.71868669 g/mol
• Topological Polar Surface Area (TPSA): 532.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -5.43
• H-Bond Acceptor: 19
• H-Bond Donor: 18
• Rotatable Bonds: 23

Synonyms

• 116340-02-4
• 2-amino-N-(1-((6-(2-amino-1-hydroxy-2-oxoethyl)-15-butan-2-yl-18-(3-(diaminomethylideneamino)propyl)-12-(1-hydroxyethyl)-3-(hydroxymethyl)-24-(1-hydroxy-2-methylpropyl)-21-(2-methylpropyl)-2,5,8,11,14,17,20,23,26-nonaoxo-28-phenyl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-27-yl)amino)-4-methyl-1-oxopentan-2-yl)-4-methylpentanamide
• Katanosin B
• CHEBI:224805

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7090	70.90%
Caco-2	-	0.8646	86.46%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3926	39.26%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8265	82.65%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8311	83.11%
BSEP inhibitior	+	0.9239	92.39%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	+	0.8824	88.24%
CYP3A4 substrate	+	0.7283	72.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8018	80.18%
CYP3A4 inhibition	-	0.9030	90.30%
CYP2C9 inhibition	-	0.8644	86.44%
CYP2C19 inhibition	-	0.8320	83.20%
CYP2D6 inhibition	-	0.9180	91.80%
CYP1A2 inhibition	-	0.8662	86.62%
CYP2C8 inhibition	+	0.7797	77.97%
CYP inhibitory promiscuity	-	0.9838	98.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6408	64.08%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.7680	76.80%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6862	68.62%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8174	81.74%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6713	67.13%
Acute Oral Toxicity (c)	III	0.6109	61.09%
Estrogen receptor binding	+	0.7085	70.85%
Androgen receptor binding	+	0.7116	71.16%
Thyroid receptor binding	+	0.6339	63.39%
Glucocorticoid receptor binding	+	0.7263	72.63%
Aromatase binding	+	0.7051	70.51%
PPAR gamma	+	0.7977	79.77%
Honey bee toxicity	-	0.7260	72.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.6044	60.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.61%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.20%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.54%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.07%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.45%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.28%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.45%	99.17%
CHEMBL236	P41143	Delta opioid receptor	93.16%	99.35%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.01%	97.64%
CHEMBL1801	P00747	Plasminogen	92.38%	92.44%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.63%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.65%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.92%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.50%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.11%	95.93%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.11%	98.05%
CHEMBL4071	P08311	Cathepsin G	88.61%	94.64%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.03%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.59%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL268	P43235	Cathepsin K	85.09%	96.85%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.48%	90.93%
CHEMBL230	P35354	Cyclooxygenase-2	82.85%	89.63%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.74%	83.10%
CHEMBL5028	O14672	ADAM10	82.67%	97.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.43%	91.81%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.21%	95.83%
CHEMBL2535	P11166	Glucose transporter	80.88%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.44%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.36%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589288
• LOTUS: LTS0093383
• wikiData: Q105186415