Micropeptin KB928

Details

• Internal ID: d4d7e9e2-9b11-4b55-a4da-f014c4dbad68
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R)-4-[[(2S,5S,8S,11S,12S,15S,18S,21R)-5-benzyl-8-[(2S)-butan-2-yl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-2-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(butanoylamino)-4-oxobutanoic acid
• SMILES (Canonical): CCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CCCN=C(N)N)O)C(C)C)C)CC3=CC=CC=C3)C(C)CC)C
• SMILES (Isomeric): CCCC(=O)N[C@H](CC(=O)O)C(=O)N[C@H]1[C@@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)[C@@H](NC1=O)CCCN=C(N)N)O)C(C)C)C)CC3=CC=CC=C3)[C@@H](C)CC)C
• InChI: InChI=1S/C44H68N10O12/c1-8-14-31(55)48-29(22-33(57)58)38(60)52-35-25(6)66-43(65)34(24(5)9-2)51-39(61)30(21-26-15-11-10-12-16-26)53(7)42(64)36(23(3)4)54-32(56)19-18-28(41(54)63)50-37(59)27(49-40(35)62)17-13-20-47-44(45)46/h10-12,15-16,23-25,27-30,32,34-36,56H,8-9,13-14,17-22H2,1-7H3,(H,48,55)(H,49,62)(H,50,59)(H,51,61)(H,52,60)(H,57,58)(H4,45,46,47)/t24-,25-,27-,28-,29+,30-,32+,34-,35-,36-/m0/s1
• InChI Key: YYQCWAXCSOHTOZ-NXYUEQNXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₈N₁₀O₁₂
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.50181764 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6248	62.48%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5529	55.29%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8052	80.52%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8151	81.51%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.8867	88.67%
CYP3A4 substrate	+	0.7325	73.25%
CYP2C9 substrate	-	0.5915	59.15%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	-	0.8370	83.70%
CYP2C19 inhibition	-	0.7755	77.55%
CYP2D6 inhibition	-	0.8876	88.76%
CYP1A2 inhibition	-	0.8665	86.65%
CYP2C8 inhibition	+	0.7512	75.12%
CYP inhibitory promiscuity	-	0.9932	99.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.5628	56.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5098	50.98%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8412	84.12%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5809	58.09%
Acute Oral Toxicity (c)	III	0.5433	54.33%
Estrogen receptor binding	+	0.8077	80.77%
Androgen receptor binding	+	0.6192	61.92%
Thyroid receptor binding	+	0.5964	59.64%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.7862	78.62%
Honey bee toxicity	-	0.7231	72.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.6729	67.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.31%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.31%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.30%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.55%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	94.33%	90.17%
CHEMBL4072	P07858	Cathepsin B	94.06%	93.67%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.05%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.94%	93.00%
CHEMBL3837	P07711	Cathepsin L	93.11%	96.61%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.53%	93.03%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.93%	94.66%
CHEMBL226	P30542	Adenosine A1 receptor	90.14%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.11%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	88.60%	98.59%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.36%	92.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.71%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.56%	90.71%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	86.94%	88.42%
CHEMBL3776	Q14790	Caspase-8	86.78%	97.06%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.48%	97.09%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.36%	96.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.93%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.88%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.74%	96.47%
CHEMBL1949	P62937	Cyclophilin A	83.75%	98.57%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.70%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.80%	90.08%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.12%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.52%	93.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.17%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683771
• LOTUS: LTS0273067
• wikiData: Q105368858