[des-Gly11]acyclolaxaphycin A

Details

• Internal ID: 300294d4-052a-4068-b583-6cc421e4878b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: [(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]carbamic 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)NC(=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(=O)O)O)N
• InChI: InChI=1S/C59H97N11O15/c1-11-15-17-22-38(60)30-47(74)61-41(23-25-71)50(75)62-40(14-4)58(83)70-32-39(73)31-46(70)55(80)63-42(24-26-72)51(76)65-45(29-37-20-18-16-19-21-37)52(77)64-43(27-33(5)6)53(78)67-49(36(10)13-3)57(82)68-48(35(9)12-2)56(81)66-44(28-34(7)8)54(79)69-59(84)85/h14,16,18-21,33-36,38-39,41-46,48-49,71-73H,11-13,15,17,22-32,60H2,1-10H3,(H,61,74)(H,62,75)(H,63,80)(H,64,77)(H,65,76)(H,66,81)(H,67,78)(H,68,82)(H,69,79)(H,84,85)/b40-14+/t35-,36-,38+,39+,41-,42-,43+,44-,45+,46-,48+,49-/m0/s1
• InChI Key: HPTJSPDQCNYHJA-CIYMGBEJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₇N₁₁O₁₅
• Molecular Weight: 1200.50 g/mol
• Exact Mass: 1199.71656143 g/mol
• Topological Polar Surface Area (TPSA): 406.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 15
• H-Bond Donor: 14
• Rotatable Bonds: 37

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9294	92.94%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9708	97.08%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.8439	84.39%
CYP3A4 substrate	+	0.7143	71.43%
CYP2C9 substrate	-	0.7987	79.87%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.7448	74.48%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.7611	76.11%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	-	0.8161	81.61%
CYP2C8 inhibition	+	0.6589	65.89%
CYP inhibitory promiscuity	-	0.8995	89.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5765	57.65%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.7657	76.57%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6890	68.90%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6330	63.30%
Acute Oral Toxicity (c)	III	0.5667	56.67%
Estrogen receptor binding	+	0.6831	68.31%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	+	0.6039	60.39%
Glucocorticoid receptor binding	+	0.7313	73.13%
Aromatase binding	+	0.7057	70.57%
PPAR gamma	+	0.7738	77.38%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9678	96.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.79%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.28%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.70%	98.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	97.64%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.89%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.85%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.83%	99.17%
CHEMBL4801	P29466	Caspase-1	96.58%	96.85%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.51%	95.56%
CHEMBL2514	O95665	Neurotensin receptor 2	96.27%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.12%	97.64%
CHEMBL340	P08684	Cytochrome P450 3A4	93.62%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	93.51%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.18%	97.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	93.17%	91.81%
CHEMBL230	P35354	Cyclooxygenase-2	92.90%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.36%	92.08%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	92.16%	97.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.70%	97.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.26%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.86%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.78%	96.47%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	88.95%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.91%	91.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.81%	91.71%
CHEMBL3891	P07384	Calpain 1	88.37%	93.04%
CHEMBL4123	P30989	Neurotensin receptor 1	88.19%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.12%	90.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.85%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.24%	95.89%
CHEMBL5028	O14672	ADAM10	86.01%	97.50%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	85.53%	97.50%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.34%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.98%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.27%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	82.35%	98.10%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	81.59%	88.42%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.44%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.25%	96.90%
CHEMBL2885	P07451	Carbonic anhydrase III	80.35%	87.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682309
• LOTUS: LTS0270317
• wikiData: Q105031885