Mannopeptimycin alpha

Details

• Internal ID: 6b889631-24a8-4033-b7ed-2a058fb0b3d4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6R,12R,15S)-9-[(S)-[(5S)-2-amino-4,5-dihydro-1H-imidazol-5-yl]-hydroxymethyl]-6-[(R)-[(4S)-2-amino-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4,5-dihydroimidazol-4-yl]-hydroxymethyl]-12-[[4-[(2R,3S,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]methyl]-3-(hydroxymethyl)-15-[(1S)-1-phenylethyl]-1,4,7,10,13,16-hexazacyclooctadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CC(C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CO)C(C2CN=C(N2C3C(C(C(C(O3)CO)O)O)O)N)O)C(C4CN=C(N4)N)O)CC5=CC=C(C=C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)C8=CC=CC=C8
• SMILES (Isomeric): C[C@H]([C@H]1C(=O)N[C@@H](C(=O)NC(C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CO)[C@H]([C@@H]2CN=C(N2[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)N)O)[C@H]([C@@H]4CN=C(N4)N)O)CC5=CC=C(C=C5)O[C@@H]6[C@H]([C@H]([C@@H]([C@H](O6)CO)O[C@@H]7[C@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C8=CC=CC=C8
• InChI: InChI=1S/C54H78N12O25/c1-19(21-5-3-2-4-6-21)31-47(84)60-23(11-20-7-9-22(10-8-20)87-51-43(81)40(78)44(29(18-70)90-51)91-52-42(80)39(77)37(75)28(17-69)89-52)46(83)64-32(34(72)24-12-58-53(55)62-24)49(86)65-33(48(85)61-25(15-67)45(82)57-14-30(71)63-31)35(73)26-13-59-54(56)66(26)50-41(79)38(76)36(74)27(16-68)88-50/h2-10,19,23-29,31-44,50-52,67-70,72-81H,11-18H2,1H3,(H2,56,59)(H,57,82)(H,60,84)(H,61,85)(H,63,71)(H,64,83)(H,65,86)(H3,55,58,62)/t19-,23+,24-,25-,26-,27+,28+,29+,31-,32?,33+,34-,35-,36+,37+,38-,39-,40+,41-,42-,43-,44+,50-,51-,52+/m0/s1
• InChI Key: NDAFEWFOUCZEQM-OXQAXKPASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₇₈N₁₂O₂₅
• Molecular Weight: 1295.30 g/mol
• Exact Mass: 1294.52010602 g/mol
• Topological Polar Surface Area (TPSA): 596.00 Ų
• XlogP: -9.00
• Atomic LogP (AlogP): -13.61
• H-Bond Acceptor: 31
• H-Bond Donor: 23
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6665	66.65%
Caco-2	-	0.8597	85.97%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.3555	35.55%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9531	95.31%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.7957	79.57%
CYP3A4 substrate	+	0.7412	74.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8982	89.82%
CYP2C9 inhibition	-	0.8998	89.98%
CYP2C19 inhibition	-	0.8873	88.73%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	-	0.8799	87.99%
CYP2C8 inhibition	+	0.7556	75.56%
CYP inhibitory promiscuity	-	0.9613	96.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5877	58.77%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7388	73.88%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8270	82.70%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9581	95.81%
Acute Oral Toxicity (c)	III	0.5834	58.34%
Estrogen receptor binding	+	0.5914	59.14%
Androgen receptor binding	+	0.7353	73.53%
Thyroid receptor binding	+	0.7507	75.07%
Glucocorticoid receptor binding	+	0.7902	79.02%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.7771	77.71%
Honey bee toxicity	-	0.6250	62.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.4694	46.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.09%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.87%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.84%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.32%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.84%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.84%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	91.21%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	90.87%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.96%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.06%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.17%	90.00%
CHEMBL4447	Q9Y337	Kallikrein 5	86.22%	87.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.74%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.81%	95.89%
CHEMBL1801	P00747	Plasminogen	84.72%	92.44%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.57%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.96%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.02%	95.83%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.76%	96.31%
CHEMBL4422	O14842	Free fatty acid receptor 1	81.95%	93.33%
CHEMBL3384	Q16512	Protein kinase N1	81.61%	80.71%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.36%	89.67%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.11%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585504
• LOTUS: LTS0274719
• wikiData: Q77424072