Longibrachin LGA IV

Details

• Internal ID: 933c339d-1e84-4889-bcbb-d0880678cff3
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: (2S)-2-[(3S)-3-[[2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[2-[[2-[[(2R)-2-[[2-[[(2R)-2-[[2-[[2-[[(2R)-2-[[2-[[(2S)-2-[(2-acetamido-2-methylpropanoyl)amino]propanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-5-amino-5-oxopentanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]acetyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-3-methyl-2-oxopentyl]-N-[(2R)-5-amino-1-[[(2S)-1-hydroxy-3-phenylpropan-2-yl]amino]-1,5-dioxopentan-2-yl]pentanediamide
• SMILES (Canonical): CCC(C)(C(=O)CC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)NC(CC1=CC=CC=C1)CO)NC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C2CCCN2C(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)CNC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C(C)(C)NC(=O)C(CCC(=O)N)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C
• SMILES (Isomeric): CC[C@@](C)(C(=O)C[C@H](CCC(=O)N)C(=O)N[C@H](CCC(=O)N)C(=O)N[C@@H](CC1=CC=CC=C1)CO)NC(=O)C(C)(C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]2CCCN2C(=O)C(C)(C)NC(=O)[C@H](C(C)C)NC(=O)CNC(=O)C(C)(C)NC(=O)[C@@H](C(C)C)NC(=O)C(C)(C)NC(=O)[C@@H](CCC(=O)N)NC(=O)C(C)(C)NC(=O)C(C)(C)NC(=O)[C@@H](C)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)C
• InChI: InChI=1S/C92H152N22O24/c1-28-92(27,59(117)44-54(36-39-60(93)118)69(124)100-56(37-40-61(94)119)70(125)99-55(46-115)43-53-33-30-29-31-34-53)113-82(137)90(23,24)110-74(129)65(48(4)5)103-72(127)58-35-32-42-114(58)83(138)91(25,26)111-73(128)64(47(2)3)102-63(121)45-96-76(131)84(11,12)109-75(130)66(49(6)7)104-80(135)87(17,18)108-71(126)57(38-41-62(95)120)101-79(134)88(19,20)112-81(136)89(21,22)107-68(123)51(9)98-78(133)86(15,16)106-67(122)50(8)97-77(132)85(13,14)105-52(10)116/h29-31,33-34,47-51,54-58,64-66,115H,28,32,35-46H2,1-27H3,(H2,93,118)(H2,94,119)(H2,95,120)(H,96,131)(H,97,132)(H,98,133)(H,99,125)(H,100,124)(H,101,134)(H,102,121)(H,103,127)(H,104,135)(H,105,116)(H,106,122)(H,107,123)(H,108,126)(H,109,130)(H,110,129)(H,111,128)(H,112,136)(H,113,137)/t50-,51+,54-,55-,56+,57+,58-,64-,65-,66+,92-/m0/s1
• InChI Key: IZAHAERNXKHNJZ-PWVGHYQSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉₂H₁₅₂N₂₂O₂₄
• Molecular Weight: 1950.30 g/mol
• Exact Mass: 1949.13498380 g/mol
• Topological Polar Surface Area (TPSA): 711.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -3.95
• H-Bond Acceptor: 24
• H-Bond Donor: 22
• Rotatable Bonds: 55

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	-	0.8586	85.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5709	57.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8315	83.15%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9531	95.31%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8593	85.93%
CYP3A4 substrate	+	0.7454	74.54%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	+	0.7767	77.67%
CYP2C9 inhibition	-	0.8452	84.52%
CYP2C19 inhibition	-	0.6379	63.79%
CYP2D6 inhibition	-	0.7933	79.33%
CYP1A2 inhibition	-	0.8870	88.70%
CYP2C8 inhibition	+	0.7352	73.52%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6492	64.92%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.7921	79.21%
Skin corrosion	-	0.8863	88.63%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7155	71.55%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5657	56.57%
skin sensitisation	-	0.8783	87.83%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6521	65.21%
Acute Oral Toxicity (c)	III	0.6709	67.09%
Estrogen receptor binding	-	0.5849	58.49%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	+	0.7751	77.51%
Glucocorticoid receptor binding	+	0.8399	83.99%
Aromatase binding	+	0.8132	81.32%
PPAR gamma	+	0.8125	81.25%
Honey bee toxicity	-	0.7200	72.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7037	70.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.96%	98.95%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	98.52%	98.33%
CHEMBL220	P22303	Acetylcholinesterase	98.33%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	98.10%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.03%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.46%	97.64%
CHEMBL4588	P22894	Matrix metalloproteinase 8	97.32%	94.66%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	95.32%	98.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.31%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.24%	93.56%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	94.07%	96.03%
CHEMBL2514	O95665	Neurotensin receptor 2	93.85%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	93.84%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.23%	100.00%
CHEMBL2664	P23526	Adenosylhomocysteinase	92.73%	86.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.51%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.37%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	91.51%	91.19%
CHEMBL321	P14780	Matrix metalloproteinase 9	90.91%	92.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.80%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.04%	100.00%
CHEMBL3837	P07711	Cathepsin L	88.99%	96.61%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	88.86%	98.94%
CHEMBL333	P08253	Matrix metalloproteinase-2	88.30%	96.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.82%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.39%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.31%	96.47%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	86.93%	96.67%
CHEMBL5028	O14672	ADAM10	86.31%	97.50%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	86.26%	97.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.16%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.88%	91.81%
CHEMBL1873	P00750	Tissue-type plasminogen activator	84.36%	93.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.34%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.91%	94.45%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.65%	89.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.49%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.32%	97.21%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.98%	96.37%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.72%	96.00%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	81.54%	92.17%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	81.13%	97.50%
CHEMBL2535	P11166	Glucose transporter	80.43%	98.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.20%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163104502
• LOTUS: LTS0227927
• wikiData: Q105123087