[des-(Leu10-Gly11)]acyclolaxaphycin A

Details

• Internal ID: 5dc30f3d-0bce-45b9-aefa-8c75a56350f9
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S,3S)-2-[[[(2S)-2-[[(2R,3S)-2-[[(2S,3S)-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[[(2S,4R)-1-[(E)-2-[[(2S)-2-[[(3R)-3-aminooctanoyl]amino]-4-hydroxybutanoyl]amino]but-2-enoyl]-4-hydroxypyrrolidine-2-carbonyl]amino]-4-hydroxybutanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-methylpentanoyl]amino]-3-methylpentanoyl]amino]-4-methylpentanoyl]amino]methyl]-3-methylpentanoic acid
• SMILES (Canonical): CCCCCC(CC(=O)NC(CCO)C(=O)NC(=CC)C(=O)N1CC(CC1C(=O)NC(CCO)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(CC(C)C)C(=O)NC(C(C)CC)C(=O)NC(C(C)CC)C(=O)NC(CC(C)C)C(=O)NCC(C(C)CC)C(=O)O)O)N
• SMILES (Isomeric): CCCCC[C@H](CC(=O)N[C@@H](CCO)C(=O)N/C(=C/C)/C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@H](CCO)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H](CC(C)C)C(=O)NC[C@H]([C@@H](C)CC)C(=O)O)O)N
• InChI: InChI=1S/C65H109N11O15/c1-13-18-20-25-43(66)33-53(80)68-47(26-28-77)57(82)69-46(17-5)64(89)76-36-44(79)34-52(76)61(86)70-48(27-29-78)58(83)72-51(32-42-23-21-19-22-24-42)59(84)71-50(31-38(8)9)60(85)74-55(41(12)16-4)63(88)75-54(40(11)15-3)62(87)73-49(30-37(6)7)56(81)67-35-45(65(90)91)39(10)14-2/h17,19,21-24,37-41,43-45,47-52,54-55,77-79H,13-16,18,20,25-36,66H2,1-12H3,(H,67,81)(H,68,80)(H,69,82)(H,70,86)(H,71,84)(H,72,83)(H,73,87)(H,74,85)(H,75,88)(H,90,91)/b46-17+/t39-,40-,41-,43+,44+,45+,47-,48-,49-,50+,51+,52-,54+,55-/m0/s1
• InChI Key: OMMIGKCKEIRSPW-FUMFDTNBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₉N₁₁O₁₅
• Molecular Weight: 1284.60 g/mol
• Exact Mass: 1283.81046181 g/mol
• Topological Polar Surface Area (TPSA): 406.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 15
• H-Bond Donor: 14
• Rotatable Bonds: 42

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8492	84.92%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6074	60.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8437	84.37%
OATP1B3 inhibitior	+	0.9200	92.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9796	97.96%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.8496	84.96%
CYP3A4 substrate	+	0.7213	72.13%
CYP2C9 substrate	+	0.6035	60.35%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.8519	85.19%
CYP2C9 inhibition	-	0.8177	81.77%
CYP2C19 inhibition	-	0.8116	81.16%
CYP2D6 inhibition	-	0.8912	89.12%
CYP1A2 inhibition	-	0.8877	88.77%
CYP2C8 inhibition	+	0.7012	70.12%
CYP inhibitory promiscuity	-	0.8861	88.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.7705	77.05%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6928	69.28%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8634	86.34%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7251	72.51%
Acute Oral Toxicity (c)	III	0.5772	57.72%
Estrogen receptor binding	+	0.6471	64.71%
Androgen receptor binding	+	0.7177	71.77%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.7742	77.42%
Aromatase binding	+	0.7245	72.45%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.7864	78.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9413	94.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.36%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL4801	P29466	Caspase-1	98.46%	96.85%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.65%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.01%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	96.72%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.60%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	96.53%	90.17%
CHEMBL2514	O95665	Neurotensin receptor 2	96.33%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.79%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.68%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	94.29%	91.19%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	94.28%	97.23%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.74%	97.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.97%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.66%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.48%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.77%	97.09%
CHEMBL4123	P30989	Neurotensin receptor 1	91.43%	96.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.98%	93.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.96%	91.81%
CHEMBL3891	P07384	Calpain 1	90.94%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.99%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.30%	92.08%
CHEMBL1255126	O15151	Protein Mdm4	88.21%	90.20%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.92%	100.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	87.61%	96.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.17%	82.69%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	86.63%	97.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.51%	91.71%
CHEMBL2885	P07451	Carbonic anhydrase III	86.00%	87.45%
CHEMBL5028	O14672	ADAM10	85.99%	97.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.75%	97.29%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	85.63%	90.24%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.07%	94.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.50%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.11%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	84.07%	98.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.75%	96.47%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.95%	94.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.92%	96.90%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	81.63%	88.42%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.24%	89.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682310
• LOTUS: LTS0207184
• wikiData: Q105194397