Pacifibactin-Ser

Details

• Internal ID: 0741604e-3acc-47bc-8eae-c83cfea544b9
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S,3S)-4-[[(2R)-1-[[(2R,3R)-1-[[(2S)-1-[[(2S)-5-[acetyl(hydroxy)amino]-1-[[(3R)-1-hydroxy-2-oxopiperidin-3-yl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-carboxy-3-hydroxy-1-oxopropan-2-yl]amino]-6-(diaminomethylideneamino)-1-oxohexan-2-yl]amino]-3-[(4-amino-3,5-dihydroxypentanoyl)amino]-2-hydroxy-4-oxobutanoic acid
• InChI: InChI=1S/C35H60N12O19/c1-15(50)46(65)10-4-7-18(27(55)42-19-8-5-11-47(66)32(19)60)40-29(57)20(14-49)43-31(59)24(26(54)34(63)64)45-28(56)17(6-2-3-9-39-35(37)38)41-30(58)23(25(53)33(61)62)44-22(52)12-21(51)16(36)13-48/h16-21,23-26,48-49,51,53-54,65-66H,2-14,36H2,1H3,(H,40,57)(H,41,58)(H,42,55)(H,43,59)(H,44,52)(H,45,56)(H,61,62)(H,63,64)(H4,37,38,39)/t16?,17-,18+,19-,20+,21?,23+,24-,25+,26-/m1/s1
• InChI Key: BPKHFWAZNXGZTD-JEMXYWLDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₀N₁₂O₁₉
• Molecular Weight: 952.90 g/mol
• Exact Mass: 952.40976773 g/mol
• Topological Polar Surface Area (TPSA): 522.00 Ų
• XlogP: -12.10
• Atomic LogP (AlogP): -9.68
• H-Bond Acceptor: 19
• H-Bond Donor: 18
• Rotatable Bonds: 29

Synonyms

• (2S,3S)-4-[[(2R)-1-[[(2R,3R)-1-[[(2S)-1-[[(2S)-5-[acetyl(hydroxy)amino]-1-[[(3R)-1-hydroxy-2-oxopiperidin-3-yl]amino]-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-carboxy-3-hydroxy-1-oxopropan-2-yl]amino]-6-(diaminomethylideneamino)-1-oxohexan-2-yl]amino]-3-[(4-amino-3,5-dihydroxypentanoyl)amino]-2-hydroxy-4-oxobutanoic acid
• (2S,3S)-4-(((2R)-1-(((2R,3R)-1-(((2S)-1-(((2S)-5-(acetyl(hydroxy)amino)-1-(((3R)-1-hydroxy-2-oxopiperidin-3-yl)amino)-1-oxopentan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)amino)-3-carboxy-3-hydroxy-1-oxopropan-2-yl)amino)-6-(diaminomethylideneamino)-1-oxohexan-2-yl)amino)-3-((4-amino-3,5-dihydroxypentanoyl)amino)-2-hydroxy-4-oxobutanoic acid
• RefChem:169471
• (2R,3R)-3-(((2R)-2-(((2S,3S)-2-((4-amino-1,3,5-trihydroxypentylidene)amino)-3-carboxy-1,3-dihydroxypropylidene)amino)-6-carbamimidamido-1-hydroxyhexylidene)amino)-2-hydroxy-3-(((1S)-2-hydroxy-1-(((1S)-1-(((3R)-1-hydroxy-2-oxopiperidin-3-yl)-C-hydroxycarbonimidoyl)-4-(N-hydroxyacetamido)butyl)-C-hydroxycarbonimidoyl)ethyl)-C-hydroxycarbonimidoyl)propanoate
• (2R,3R)-3-{[(2R)-2-{[(2S,3S)-2-[(4-amino-1,3,5-trihydroxypentylidene)amino]-3-carboxy-1,3-dihydroxypropylidene]amino}-6-carbamimidamido-1-hydroxyhexylidene]amino}-2-hydroxy-3-{[(1S)-2-hydroxy-1-{[(1S)-1-{[(3R)-1-hydroxy-2-oxopiperidin-3-yl]-C-hydroxycarbonimidoyl}-4-(N-hydroxyacetamido)butyl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}propanoate
• CHEBI:223272

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7684	76.84%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6475	64.75%
OATP2B1 inhibitior	-	0.7230	72.30%
OATP1B1 inhibitior	+	0.8724	87.24%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7220	72.20%
P-glycoprotein inhibitior	+	0.7374	73.74%
P-glycoprotein substrate	+	0.8041	80.41%
CYP3A4 substrate	+	0.7122	71.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.9593	95.93%
CYP2C9 inhibition	-	0.8352	83.52%
CYP2C19 inhibition	-	0.8208	82.08%
CYP2D6 inhibition	-	0.8923	89.23%
CYP1A2 inhibition	-	0.8384	83.84%
CYP2C8 inhibition	+	0.5159	51.59%
CYP inhibitory promiscuity	-	0.9909	99.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5006	50.06%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.7492	74.92%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4229	42.29%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5247	52.47%
skin sensitisation	-	0.8242	82.42%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7088	70.88%
Acute Oral Toxicity (c)	III	0.5580	55.80%
Estrogen receptor binding	+	0.7714	77.14%
Androgen receptor binding	+	0.6662	66.62%
Thyroid receptor binding	+	0.5389	53.89%
Glucocorticoid receptor binding	-	0.4688	46.88%
Aromatase binding	+	0.6452	64.52%
PPAR gamma	+	0.7106	71.06%
Honey bee toxicity	-	0.8082	80.82%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.7307	73.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.89%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.66%	98.95%
CHEMBL204	P00734	Thrombin	98.64%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	96.71%	98.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.52%	93.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	95.18%	94.66%
CHEMBL2514	O95665	Neurotensin receptor 2	94.89%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.85%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.95%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.18%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.05%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.77%	94.45%
CHEMBL3837	P07711	Cathepsin L	91.52%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.24%	91.11%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	90.93%	95.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.53%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	88.68%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	88.16%	95.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.14%	90.08%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.24%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.00%	95.89%
CHEMBL274	P51681	C-C chemokine receptor type 5	86.46%	98.77%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.12%	96.90%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.81%	96.03%
CHEMBL5028	O14672	ADAM10	84.65%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	84.64%	98.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	84.01%	96.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.81%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.41%	100.00%
CHEMBL3776	Q14790	Caspase-8	82.55%	97.06%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.47%	96.38%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	82.39%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.85%	95.89%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.22%	100.00%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.66%	93.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.59%	93.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.30%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.26%	97.50%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	80.14%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720825
• LOTUS: LTS0174461
• wikiData: Q104942635