Pseudoalterobactin B

Details

• Internal ID: 477a8357-74e6-4dad-9983-2b1809b809b3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 3-[[4-amino-2-[[4-amino-8-[(2,3-dihydroxy-4-sulfobenzoyl)amino]-3-hydroxyoctanoyl]amino]-4-oxobutanoyl]amino]-4-[[6-[carboxy(hydroxy)methyl]-9-[3-(diaminomethylideneamino)propyl]-2,5,8,11-tetraoxo-1,4,7,10-tetrazacyclohexadec-12-yl]amino]-2-hydroxy-4-oxobutanoic acid
• SMILES (Canonical): C1CCNC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(C1)NC(=O)C(C(C(=O)O)O)NC(=O)C(CC(=O)N)NC(=O)CC(C(CCCCNC(=O)C2=C(C(=C(C=C2)S(=O)(=O)O)O)O)N)O)CCCN=C(N)N)C(C(=O)O)O
• SMILES (Isomeric): C1CCNC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(C1)NC(=O)C(C(C(=O)O)O)NC(=O)C(CC(=O)N)NC(=O)CC(C(CCCCNC(=O)C2=C(C(=C(C=C2)S(=O)(=O)O)O)O)N)O)CCCN=C(N)N)C(C(=O)O)O
• InChI: InChI=1S/C41H63N13O21S/c42-18(6-1-3-12-47-33(63)17-9-10-23(76(73,74)75)30(60)29(17)59)22(55)15-25(57)50-21(14-24(43)56)36(66)54-28(32(62)40(71)72)38(68)52-19-7-2-4-11-46-26(58)16-49-37(67)27(31(61)39(69)70)53-35(65)20(51-34(19)64)8-5-13-48-41(44)45/h9-10,18-22,27-28,31-32,55,59-62H,1-8,11-16,42H2,(H2,43,56)(H,46,58)(H,47,63)(H,49,67)(H,50,57)(H,51,64)(H,52,68)(H,53,65)(H,54,66)(H,69,70)(H,71,72)(H4,44,45,48)(H,73,74,75)
• InChI Key: FMENUGFMERBZKJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₃N₁₃O₂₁S
• Molecular Weight: 1106.10 g/mol
• Exact Mass: 1105.39821724 g/mol
• Topological Polar Surface Area (TPSA): 605.00 Ų
• XlogP: -9.00
• Atomic LogP (AlogP): -9.02
• H-Bond Acceptor: 20
• H-Bond Donor: 20
• Rotatable Bonds: 25

Synonyms

• 691850-61-0
• RefChem:176894
• 3-((4-amino-2-((4-amino-8-((2,3-dihydroxy-4-sulfobenzoyl)amino)-3-hydroxyoctanoyl)amino)-4-oxobutanoyl)amino)-4-((6-(carboxy(hydroxy)methyl)-9-(3-(diaminomethylideneamino)propyl)-2,5,8,11-tetraoxo-1,4,7,10-tetrazacyclohexadec-12-yl)amino)-2-hydroxy-4-oxobutanoic acid
• alpha-Asparagine, N2-(4-amino-8-((2,3-dihydroxy-4-sulfobenzoyl)amino)-3-hydroxy-1-oxooctyl)asparaginyl-N-(6-(carboxyhydroxymethyl)-9-(3-((diaminomethylene)amino)propyl)-2,5,8,11-tetraoxo-1,4,7,10-te traazacyclohexadec-12-yl)-3-hydroxy-
• orb3141778
• SCHEMBL29855533
• CHEBI:227602
• 3-[[4-amino-2-[[4-amino-8-[(2,3-dihydroxy-4-sulobenzoyl)amino]-3-hydroxyoctanoyl]amino]-4-oxobutanoyl]amino]-4-[[6-[carboxy(hydroxy)methyl]-9-[3-(diaminomethylideneamino)propyl]-2,5,8,11-tetraoxo-1,4,7,10-tetrazacyclohexadec-12-yl]amino]-2-hydroxy-4-oxobutanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6695	66.95%
Caco-2	-	0.8593	85.93%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Nucleus	0.4333	43.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8328	83.28%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6682	66.82%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	+	0.8768	87.68%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	0.8095	80.95%
CYP2D6 substrate	-	0.8295	82.95%
CYP3A4 inhibition	-	0.9585	95.85%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	-	0.7641	76.41%
CYP2D6 inhibition	-	0.8643	86.43%
CYP1A2 inhibition	-	0.8023	80.23%
CYP2C8 inhibition	+	0.7943	79.43%
CYP inhibitory promiscuity	-	0.9850	98.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	+	0.5392	53.92%
Carcinogenicity (trinary)	Non-required	0.5971	59.71%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.7584	75.84%
Skin corrosion	-	0.9026	90.26%
Ames mutagenesis	-	0.5798	57.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.3860	38.60%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5273	52.73%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5874	58.74%
Acute Oral Toxicity (c)	III	0.5675	56.75%
Estrogen receptor binding	+	0.7115	71.15%
Androgen receptor binding	+	0.7032	70.32%
Thyroid receptor binding	+	0.5605	56.05%
Glucocorticoid receptor binding	+	0.5720	57.20%
Aromatase binding	+	0.6832	68.32%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.7015	70.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7285	72.85%

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	100.00%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.16%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	97.81%	92.88%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	97.15%	88.42%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	97.00%	97.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.20%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.15%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.82%	93.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.05%	96.38%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.16%	98.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.94%	93.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.79%	95.93%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	92.60%	82.86%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	91.87%	96.11%
CHEMBL2535	P11166	Glucose transporter	91.70%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.68%	93.03%
CHEMBL259	P32245	Melanocortin receptor 4	91.49%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.17%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	90.96%	90.20%
CHEMBL3384	Q16512	Protein kinase N1	90.78%	80.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.70%	93.56%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	90.65%	98.94%
CHEMBL2514	O95665	Neurotensin receptor 2	90.10%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.92%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.21%	100.00%
CHEMBL3729	P22748	Carbonic anhydrase IV	89.17%	99.23%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	88.90%	98.24%
CHEMBL4581	P52732	Kinesin-like protein 1	87.33%	93.18%
CHEMBL1795117	Q8TEK3	Histone-lysine N-methyltransferase, H3 lysine-79 specific	87.00%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.87%	96.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.87%	98.33%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	85.98%	82.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.96%	91.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.93%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.82%	90.08%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.55%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.70%	99.17%
CHEMBL1801	P00747	Plasminogen	83.92%	92.44%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.69%	95.56%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	83.56%	96.67%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.46%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.11%	91.19%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.82%	85.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.66%	95.89%
CHEMBL236	P41143	Delta opioid receptor	82.50%	99.35%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.06%	94.33%
CHEMBL4608	P33032	Melanocortin receptor 5	82.01%	97.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.83%	89.67%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	81.24%	88.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.14%	99.23%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	80.59%	94.01%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11788080
• LOTUS: LTS0193898
• wikiData: Q104166525