Lystabactin B

Details

• Internal ID: f06606b0-dc0b-4fb7-a559-4ac2ed650a8e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[(5S,6S)-5-amino-8-[[(3S,6R,9S,12R)-6-(2-amino-2-oxoethyl)-3,9-bis[3-[formyl(hydroxy)amino]propyl]-2,5,8,11-tetraoxo-1-oxa-4,7,10-triazacyclotridec-12-yl]amino]-6-hydroxy-8-oxooctyl]-2,3-dihydroxybenzamide
• SMILES (Canonical): C1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)CCCN(C=O)O)CC(=O)N)CCCN(C=O)O)NC(=O)CC(C(CCCCNC(=O)C2=C(C(=CC=C2)O)O)N)O
• SMILES (Isomeric): C1[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)O1)CCCN(C=O)O)CC(=O)N)CCCN(C=O)O)NC(=O)C[C@@H]([C@H](CCCCNC(=O)C2=C(C(=CC=C2)O)O)N)O
• InChI: InChI=1S/C34H51N9O15/c35-20(7-1-2-11-37-30(51)19-6-3-10-25(46)29(19)50)26(47)15-28(49)38-24-16-58-34(55)22(9-5-13-43(57)18-45)40-32(53)23(14-27(36)48)41-31(52)21(39-33(24)54)8-4-12-42(56)17-44/h3,6,10,17-18,20-24,26,46-47,50,56-57H,1-2,4-5,7-9,11-16,35H2,(H2,36,48)(H,37,51)(H,38,49)(H,39,54)(H,40,53)(H,41,52)/t20-,21-,22-,23+,24+,26-/m0/s1
• InChI Key: FFAYQCOAOXEBPN-CXBWMIOTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₁N₉O₁₅
• Molecular Weight: 825.80 g/mol
• Exact Mass: 825.35046195 g/mol
• Topological Polar Surface Area (TPSA): 383.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.30
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5643	56.43%
Caco-2	-	0.8738	87.38%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Nucleus	0.6805	68.05%
OATP2B1 inhibitior	-	0.5791	57.91%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8692	86.92%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.8964	89.64%
CYP3A4 substrate	+	0.7068	70.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	+	0.5910	59.10%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.7989	79.89%
CYP2D6 inhibition	-	0.8791	87.91%
CYP1A2 inhibition	-	0.8377	83.77%
CYP2C8 inhibition	+	0.6170	61.70%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5502	55.02%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5351	53.51%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8412	84.12%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8138	81.38%
Acute Oral Toxicity (c)	III	0.5911	59.11%
Estrogen receptor binding	+	0.8076	80.76%
Androgen receptor binding	+	0.7134	71.34%
Thyroid receptor binding	+	0.5354	53.54%
Glucocorticoid receptor binding	-	0.5186	51.86%
Aromatase binding	+	0.6019	60.19%
PPAR gamma	+	0.7276	72.76%
Honey bee toxicity	-	0.7753	77.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.5560	55.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.33%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.29%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.11%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.50%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.55%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.55%	98.75%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.55%	95.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	91.24%	96.11%
CHEMBL3401	O75469	Pregnane X receptor	91.02%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.72%	90.08%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	89.89%	88.42%
CHEMBL340	P08684	Cytochrome P450 3A4	89.36%	91.19%
CHEMBL3891	P07384	Calpain 1	88.68%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.60%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.05%	100.00%
CHEMBL2535	P11166	Glucose transporter	85.73%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.54%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	85.40%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.22%	99.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.02%	83.10%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.83%	88.56%
CHEMBL2514	O95665	Neurotensin receptor 2	83.89%	100.00%
CHEMBL261	P00915	Carbonic anhydrase I	83.82%	96.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.21%	89.34%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.63%	92.88%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.23%	98.05%
CHEMBL4530	P00488	Coagulation factor XIII	81.67%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.23%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.06%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71665721
• LOTUS: LTS0072012
• wikiData: Q77565981