Sansanmycin H

Details

• Internal ID: 5b5ff814-8aa2-434a-8c5a-df5905025aa4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S)-2-[[(2S)-1-[[(2S,3S)-3-[[(2S)-2-amino-3-(3-hydroxyphenyl)propanoyl]-methylamino]-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid
• InChI: InChI=1S/C38H48N8O12S/c1-20(45(2)34(53)26(39)16-22-5-4-6-24(48)15-22)31(33(52)40-19-25-18-29(49)35(58-25)46-13-11-30(50)43-38(46)57)44-32(51)27(12-14-59-3)41-37(56)42-28(36(54)55)17-21-7-9-23(47)10-8-21/h4-11,13,15,19-20,26-29,31,35,47-49H,12,14,16-18,39H2,1-3H3,(H,40,52)(H,44,51)(H,54,55)(H2,41,42,56)(H,43,50,57)/b25-19-/t20-,26-,27-,28-,29+,31-,35+/m0/s1
• InChI Key: IBKGYXSLNPEYQW-IHDBKHCHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈N₈O₁₂S
• Molecular Weight: 840.90 g/mol
• Exact Mass: 840.31124017 g/mol
• Topological Polar Surface Area (TPSA): 328.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 18

Synonyms

• (2S)-2-((((1S)-1-(((1S,2S)-2-((2S)-2-amino-3-(3-hydroxyphenyl)-N-methylpropanamido)-1-((((2Z,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-ylidene)methyl)-C-hydroxycarbonimidoyl)propyl)-C-hydroxycarbonimidoyl)-3-(methylsulfanyl)propyl)-C-hydroxycarbonimidoyl)amino)-3-(4-hydroxyphenyl)propanoate
• (2S)-2-((((1S)-1-(((1S,2S)-2-((2S)-2-amino-3-(3-hydroxyphenyl)-N-methylpropanamido)-1-((((2Z,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-ylidene)methyl)-C-hydroxycarbonimidoyl)propyl)-C-hydroxycarbonimidoyl)-3-(methylsulphanyl)propyl)-C-hydroxycarbonimidoyl)amino)-3-(4-hydroxyphenyl)propanoate
• (2S)-2-((((1S)-1-(((1S,2S)-2-((2S)-2-amino-3-(3-hydroxyphenyl)-N-methylpropanamido)-1-((((2Z,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-ylidene)methyl)-C-hydroxycarbonimidoyl)propyl)-C-hydroxycarbonimidoyl)-3-(methylsulphanyl)propyl)-C-hydroxycarbonimidoyl)amino)-3-(4-hydroxyphenyl)propanoic acid
• (2S)-2-({[(1S)-1-{[(1S,2S)-2-[(2S)-2-amino-3-(3-hydroxyphenyl)-N-methylpropanamido]-1-({[(2Z,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-ylidene]methyl}-C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-(methylsulfanyl)propyl]-C-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoate
• (2S)-2-({[(1S)-1-{[(1S,2S)-2-[(2S)-2-amino-3-(3-hydroxyphenyl)-N-methylpropanamido]-1-({[(2Z,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-ylidene]methyl}-C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-(methylsulphanyl)propyl]-C-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoate
• (2S)-2-({[(1S)-1-{[(1S,2S)-2-[(2S)-2-amino-3-(3-hydroxyphenyl)-N-methylpropanamido]-1-({[(2Z,4R,5R)-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-ylidene]methyl}-C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-(methylsulphanyl)propyl]-C-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid
• RefChem:181185
• CHEMBL3314798
• CHEBI:201870
• (2S)-2-[[(2S)-1-[[(2S,3S)-3-[[(2S)-2-amino-3-(3-hydroxyphenyl)propanoyl]-methylamino]-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-1-oxobutan-2-yl]amino]-4-methylsulanyl-1-oxobutan-2-yl]carbamoylamino]-3-(4-hydroxyphenyl)propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6968	69.68%
Caco-2	-	0.8748	87.48%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4346	43.46%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8048	80.48%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8311	83.11%
BSEP inhibitior	+	0.8512	85.12%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.8639	86.39%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.5300	53.00%
CYP2C9 inhibition	-	0.7692	76.92%
CYP2C19 inhibition	-	0.7942	79.42%
CYP2D6 inhibition	-	0.8829	88.29%
CYP1A2 inhibition	-	0.8152	81.52%
CYP2C8 inhibition	+	0.7405	74.05%
CYP inhibitory promiscuity	-	0.9167	91.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5515	55.15%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.7719	77.19%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3903	39.03%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5322	53.22%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7679	76.79%
Acute Oral Toxicity (c)	III	0.6163	61.63%
Estrogen receptor binding	+	0.8175	81.75%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.5642	56.42%
Glucocorticoid receptor binding	+	0.5800	58.00%
Aromatase binding	+	0.5873	58.73%
PPAR gamma	+	0.7765	77.65%
Honey bee toxicity	-	0.6487	64.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8913	89.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.90%	98.95%
CHEMBL236	P41143	Delta opioid receptor	99.87%	99.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.49%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.56%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.38%	90.08%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	96.01%	92.29%
CHEMBL226	P30542	Adenosine A1 receptor	95.93%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.57%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.10%	99.17%
CHEMBL233	P35372	Mu opioid receptor	94.28%	97.93%
CHEMBL4072	P07858	Cathepsin B	93.23%	93.67%
CHEMBL340	P08684	Cytochrome P450 3A4	91.97%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.94%	97.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.59%	91.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	90.66%	85.11%
CHEMBL1255126	O15151	Protein Mdm4	90.54%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.51%	90.71%
CHEMBL2514	O95665	Neurotensin receptor 2	90.37%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.67%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.56%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.49%	97.09%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	88.93%	82.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.64%	95.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.28%	88.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.85%	93.10%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.60%	93.40%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.09%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.02%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	86.40%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.37%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.35%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	85.29%	94.73%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.15%	98.33%
CHEMBL3837	P07711	Cathepsin L	83.89%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.19%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.05%	95.58%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.75%	97.28%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.67%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118707788
• LOTUS: LTS0147566
• wikiData: Q77310987