Keramamide K

Details

• Internal ID: 7469a51c-c59a-4caa-a15f-72fe4f362842
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-N-[(2S,6S,9S,12S,16S,19E)-6-butan-2-yl-2-(methoxymethyl)-9-methyl-16-[(1-methylindol-3-yl)methyl]-4,5,8,11,15,18-hexaoxo-23-thia-3,7,10,14,17,24-hexazabicyclo[19.2.1]tetracosa-1(24),19,21-trien-12-yl]-2-[[(2R)-3-formamido-2-hydroxypropanoyl]amino]-3-methylpentanamide
• SMILES (Canonical): CCC(C)C1C(=O)C(=O)NC(C2=NC(=CS2)C=CC(=O)NC(C(=O)NCC(C(=O)NC(C(=O)N1)C)NC(=O)C(C(C)CC)NC(=O)C(CNC=O)O)CC3=CN(C4=CC=CC=C43)C)COC
• SMILES (Isomeric): CCC(C)[C@H]1C(=O)C(=O)N[C@H](C2=NC(=CS2)/C=C/C(=O)N[C@H](C(=O)NC[C@@H](C(=O)N[C@H](C(=O)N1)C)NC(=O)[C@H](C(C)CC)NC(=O)[C@@H](CNC=O)O)CC3=CN(C4=CC=CC=C43)C)COC
• InChI: InChI=1S/C44H60N10O11S/c1-8-23(3)35-37(58)43(64)51-31(20-65-7)44-48-27(21-66-44)14-15-34(57)49-29(16-26-19-54(6)32-13-11-10-12-28(26)32)39(60)46-17-30(40(61)47-25(5)38(59)52-35)50-42(63)36(24(4)9-2)53-41(62)33(56)18-45-22-55/h10-15,19,21-25,29-31,33,35-36,56H,8-9,16-18,20H2,1-7H3,(H,45,55)(H,46,60)(H,47,61)(H,49,57)(H,50,63)(H,51,64)(H,52,59)(H,53,62)/b15-14+/t23?,24?,25-,29-,30-,31-,33+,35-,36-/m0/s1
• InChI Key: MWNLOSPNQMNTMO-UBBVLXPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₀N₁₀O₁₁S
• Molecular Weight: 937.10 g/mol
• Exact Mass: 936.41637394 g/mol
• Topological Polar Surface Area (TPSA): 325.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7442	74.42%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4016	40.16%
OATP2B1 inhibitior	-	0.5710	57.10%
OATP1B1 inhibitior	+	0.8238	82.38%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.8646	86.46%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9574	95.74%
P-glycoprotein inhibitior	+	0.7592	75.92%
P-glycoprotein substrate	+	0.8614	86.14%
CYP3A4 substrate	+	0.7380	73.80%
CYP2C9 substrate	-	0.8033	80.33%
CYP2D6 substrate	-	0.8652	86.52%
CYP3A4 inhibition	-	0.8409	84.09%
CYP2C9 inhibition	-	0.6965	69.65%
CYP2C19 inhibition	-	0.7337	73.37%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.8087	80.87%
CYP2C8 inhibition	+	0.8192	81.92%
CYP inhibitory promiscuity	-	0.7341	73.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5932	59.32%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7120	71.20%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8470	84.70%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5184	51.84%
Acute Oral Toxicity (c)	III	0.5857	58.57%
Estrogen receptor binding	+	0.8167	81.67%
Androgen receptor binding	+	0.7388	73.88%
Thyroid receptor binding	+	0.6290	62.90%
Glucocorticoid receptor binding	+	0.5942	59.42%
Aromatase binding	+	0.6370	63.70%
PPAR gamma	+	0.7770	77.70%
Honey bee toxicity	-	0.6994	69.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7755	77.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.23%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.01%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.90%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.95%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	97.62%	98.59%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.42%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.37%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.57%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	93.44%	95.56%
CHEMBL4208	P20618	Proteasome component C5	93.42%	90.00%
CHEMBL3524	P56524	Histone deacetylase 4	93.13%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.11%	90.08%
CHEMBL4302	P08183	P-glycoprotein 1	91.02%	92.98%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.41%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.62%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.11%	94.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.97%	93.65%
CHEMBL4072	P07858	Cathepsin B	86.37%	93.67%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.27%	90.95%
CHEMBL1949	P62937	Cyclophilin A	86.16%	98.57%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.15%	92.68%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.91%	96.90%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.34%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.08%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.78%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.62%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.97%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.96%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.42%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.39%	93.03%
CHEMBL1255126	O15151	Protein Mdm4	82.27%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.24%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.68%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.63%	96.67%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.27%	97.64%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.18%	89.50%
CHEMBL4071	P08311	Cathepsin G	80.14%	94.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10653419
• LOTUS: LTS0094067
• wikiData: Q105173674