Sansanmycin I

Details

• Internal ID: 17f22aed-838f-434a-88c3-7f607778be70
• 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]-1-oxo-3-phenylpropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid
• InChI: InChI=1S/C44H49N9O11/c1-24(52(2)40(59)31(45)18-26-11-8-12-28(54)17-26)37(39(58)47-23-29-21-35(55)41(64-29)53-16-15-36(56)50-44(53)63)51-38(57)33(19-25-9-4-3-5-10-25)48-43(62)49-34(42(60)61)20-27-22-46-32-14-7-6-13-30(27)32/h3-17,22-24,31,33-35,37,41,46,54-55H,18-21,45H2,1-2H3,(H,47,58)(H,51,57)(H,60,61)(H2,48,49,62)(H,50,56,63)/b29-23-/t24-,31-,33-,34-,35+,37-,41+/m0/s1
• InChI Key: ZNZNMFXEMFQCEI-MEQDLJNYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₄₉N₉O₁₁
• Molecular Weight: 879.90 g/mol
• Exact Mass: 879.35515341 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 0.47
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

• (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]-1-oxo-3-phenylpropan-2-yl]carbamoylamino]-3-(1H-indol-3-yl)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)-2-phenylethyl)-C-hydroxycarbonimidoyl)amino)-3-(1H-indol-3-yl)propanoate
• (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)-1-oxo-3-phenylpropan-2-yl)carbamoylamino)-3-(1H-indol-3-yl)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}-2-phenylethyl]-C-hydroxycarbonimidoyl}amino)-3-(1H-indol-3-yl)propanoate
• RefChem:181186
• CHEMBL3314797
• CHEBI:215116

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7642	76.42%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4383	43.83%
OATP2B1 inhibitior	-	0.5785	57.85%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9179	91.79%
BSEP inhibitior	+	0.8844	88.44%
P-glycoprotein inhibitior	+	0.7493	74.93%
P-glycoprotein substrate	+	0.8427	84.27%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.7454	74.54%
CYP2C9 inhibition	-	0.7766	77.66%
CYP2C19 inhibition	-	0.7940	79.40%
CYP2D6 inhibition	-	0.8692	86.92%
CYP1A2 inhibition	-	0.8119	81.19%
CYP2C8 inhibition	+	0.7385	73.85%
CYP inhibitory promiscuity	-	0.9148	91.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4519	45.19%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.7906	79.06%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6656	66.56%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.5010	50.10%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8779	87.79%
Acute Oral Toxicity (c)	III	0.6160	61.60%
Estrogen receptor binding	+	0.7977	79.77%
Androgen receptor binding	+	0.7602	76.02%
Thyroid receptor binding	+	0.6330	63.30%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	+	0.5999	59.99%
PPAR gamma	+	0.7839	78.39%
Honey bee toxicity	-	0.6549	65.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7450	74.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.59%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.99%	94.45%
CHEMBL236	P41143	Delta opioid receptor	98.48%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.63%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.64%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.27%	90.08%
CHEMBL1255126	O15151	Protein Mdm4	95.33%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.12%	89.00%
CHEMBL233	P35372	Mu opioid receptor	92.58%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	92.39%	91.19%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	92.19%	83.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.49%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.13%	98.75%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.47%	92.29%
CHEMBL255	P29275	Adenosine A2b receptor	89.92%	98.59%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.68%	98.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.62%	97.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.35%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.27%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.45%	93.40%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	87.92%	82.86%
CHEMBL4072	P07858	Cathepsin B	87.82%	93.67%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.48%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.20%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	87.15%	95.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.23%	95.93%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.18%	95.00%
CHEMBL5028	O14672	ADAM10	85.83%	97.50%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.33%	85.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.06%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	84.55%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.49%	95.83%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.77%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.84%	99.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.17%	97.50%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.05%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118707787
• LOTUS: LTS0121396
• wikiData: Q77562388