Miharamycin B

Details

• Internal ID: b2ffdc09-28b9-4c8c-86e3-c5e663d4d8f9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 2-[[2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-2-[7-(2-aminopurin-9-yl)-3,3a,4-trihydroxy-2,3,4,5,7,7a-hexahydrofuro[2,3-c]pyran-5-yl]acetic acid
• InChI: InChI=1S/C20H30N10O8/c21-7(2-1-3-25-18(22)23)15(33)28-10(17(34)35)11-12(32)20(36)9(31)5-37-13(20)16(38-11)30-6-27-8-4-26-19(24)29-14(8)30/h4,6-7,9-13,16,31-32,36H,1-3,5,21H2,(H,28,33)(H,34,35)(H4,22,23,25)(H2,24,26,29)
• InChI Key: JOTXNJQBWBCEHD-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀N₁₀O₈
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.22480795 g/mol
• Topological Polar Surface Area (TPSA): 306.00 Ų
• XlogP: -7.40
• Atomic LogP (AlogP): -4.89
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

• 12626-15-2
• RefChem:158846
• 2-[[2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-2-[7-(2-aminopurin-9-yl)-3,3a,4-trihydroxy-2,3,4,5,7,7a-hexahydrofuro[2,3-c]pyran-5-yl]acetic acid
• DTXSID50925476
• CHEBI:219853
• [(2-Amino-5-carbamimidamido-1-hydroxypentylidene)amino][3,3a,4-trihydroxy-7-(2-imino-1,2-dihydro-9H-purin-9-yl)hexahydro-2H-furo[2,3-c]pyran-5-yl]acetic acid
• {[2-Amino-5-(carbamimidoylamino)-1-hydroxypentylidene]amino}[3,3a,4-trihydroxy-7-(2-imino-1,2-dihydro-9H-purin-9-yl)hexahydro-2H-furo[2,3-c]pyran-5-yl]acetic acid
• 2-[[2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-2-[7-(2-aminopurin-9-yl)-3,3a,4-trihydroxy-2,3,4,5,7,7a-hexahydrouro[2,3-c]pyran-5-yl]acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6828	68.28%
Caco-2	-	0.8984	89.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Nucleus	0.3428	34.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8811	88.11%
BSEP inhibitior	-	0.5773	57.73%
P-glycoprotein inhibitior	-	0.4644	46.44%
P-glycoprotein substrate	+	0.8145	81.45%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8354	83.54%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.9042	90.42%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	-	0.7960	79.60%
CYP2C8 inhibition	+	0.5991	59.91%
CYP inhibitory promiscuity	-	0.9749	97.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9503	95.03%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7817	78.17%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5231	52.31%
skin sensitisation	-	0.8296	82.96%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6187	61.87%
Acute Oral Toxicity (c)	III	0.5447	54.47%
Estrogen receptor binding	+	0.6628	66.28%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	+	0.5492	54.92%
Glucocorticoid receptor binding	+	0.5667	56.67%
Aromatase binding	+	0.6920	69.20%
PPAR gamma	+	0.6239	62.39%
Honey bee toxicity	-	0.8052	80.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.6377	63.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.16%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.66%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.06%	95.93%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	94.43%	92.29%
CHEMBL221	P23219	Cyclooxygenase-1	92.57%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.18%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL3038469	P24941	CDK2/Cyclin A	90.50%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.47%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.01%	97.21%
CHEMBL3891	P07384	Calpain 1	88.97%	93.04%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.08%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.58%	93.10%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.05%	97.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.85%	95.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.72%	98.33%
CHEMBL3384	Q16512	Protein kinase N1	86.33%	80.71%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	86.12%	82.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.11%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.54%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.94%	100.00%
CHEMBL5028	O14672	ADAM10	83.75%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.21%	90.71%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.02%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.97%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.61%	93.00%
CHEMBL3784	Q09472	Histone acetyltransferase p300	82.10%	93.33%
CHEMBL2514	O95665	Neurotensin receptor 2	81.63%	100.00%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.62%	92.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.38%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.01%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 202590
• LOTUS: LTS0026222
• wikiData: Q82899818