Monazomycin B

Details

• Internal ID: bc6b11a8-73df-4632-8629-e41c947f1730
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 2-[7-[(21E)-4,6,8,10,12,14,18,22,24,26,30,34,40,42-tetradecahydroxy-3,9,11,17,19,25,29,31,33,35,41-undecamethyl-48-oxo-27-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-oxacyclooctatetraconta-13,17,21,29-tetraen-2-yl]octyl]guanidine
• InChI: InChI=1S/C73H135N3O22/c1-39-22-19-20-25-55(82)46(8)54(81)24-17-15-18-26-62(87)98-71(42(4)23-16-13-14-21-31-76-73(74)75)50(12)59(86)37-53(80)36-58(85)48(10)66(91)47(9)56(83)34-51(78)29-27-40(2)63(88)41(3)28-30-52(79)35-57(84)49(11)67(92)60(33-45(7)65(90)44(6)32-43(5)64(39)89)96-72-70(95)69(94)68(93)61(38-77)97-72/h30,34,39,41-44,46-50,53-61,64,66-72,77-86,88-95H,13-29,31-33,35-38H2,1-12H3,(H4,74,75,76)/b51-34?,52-30+,63-40?,65-45?/t39?,41?,42?,43?,44?,46?,47?,48?,49?,50?,53?,54?,55?,56?,57?,58?,59?,60?,61-,64?,66?,67?,68-,69+,70+,71?,72+/m1/s1
• InChI Key: REVXXNFNSJENNN-ZHNGWPLBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₃H₁₃₅N₃O₂₂
• Molecular Weight: 1406.90 g/mol
• Exact Mass: 1405.95372294 g/mol
• Topological Polar Surface Area (TPSA): 473.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.47
• H-Bond Acceptor: 23
• H-Bond Donor: 20
• Rotatable Bonds: 11

Synonyms

• 54-Deamino-54-guanidinomonazomycin
• Monazomycin, N-(aminoiminomethyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6379	63.79%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6698	66.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8132	81.32%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9214	92.14%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.7942	79.42%
CYP3A4 substrate	+	0.7478	74.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	-	0.9378	93.78%
CYP2C9 inhibition	-	0.8535	85.35%
CYP2C19 inhibition	-	0.8229	82.29%
CYP2D6 inhibition	-	0.8780	87.80%
CYP1A2 inhibition	-	0.7970	79.70%
CYP2C8 inhibition	+	0.7836	78.36%
CYP inhibitory promiscuity	-	0.9816	98.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6015	60.15%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.8968	89.68%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7362	73.62%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6271	62.71%
skin sensitisation	-	0.8098	80.98%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8173	81.73%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	+	0.7546	75.46%
Androgen receptor binding	+	0.7196	71.96%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.7709	77.09%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	+	0.8122	81.22%
Honey bee toxicity	-	0.6372	63.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5430	54.30%
Fish aquatic toxicity	-	0.4689	46.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.28%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.28%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.40%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.80%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.98%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.34%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.60%	96.47%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	91.35%	97.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.17%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.04%	95.50%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	88.99%	96.37%
CHEMBL237	P41145	Kappa opioid receptor	87.94%	98.10%
CHEMBL2996	Q05655	Protein kinase C delta	87.90%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.80%	96.61%
CHEMBL4581	P52732	Kinesin-like protein 1	87.57%	93.18%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.85%	96.38%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.66%	97.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.49%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.09%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.97%	96.95%
CHEMBL4072	P07858	Cathepsin B	85.94%	93.67%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.82%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.51%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.48%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	85.11%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.96%	96.21%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.71%	96.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.67%	99.17%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.66%	97.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.02%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.66%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.32%	96.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.09%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6443998
• LOTUS: LTS0251160
• wikiData: Q105235132