Locillomycin C

Details

• Internal ID: 0d64de4c-f1fb-4f02-b8b0-19d01e4664c4
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[(3S,6S,12S,15S,21S,24R,27S)-15-(2-amino-2-oxoethyl)-24-(3-amino-3-oxopropyl)-12-(carboxymethyl)-6-[(4-hydroxyphenyl)methyl]-28-methyl-2,5,8,11,14,17,20,23,26-nonaoxo-27-(pentadecanoylamino)-3-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-21-yl]acetic acid
• SMILES (Canonical): CCCCCCCCCCCCCCC(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC1=O)CCC(=O)N)CC(=O)O)CC(=O)N)CC(=O)O)CC2=CC=C(C=C2)O)C(C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCC(=O)N[C@H]1C(OC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC1=O)CCC(=O)N)CC(=O)O)CC(=O)N)CC(=O)O)CC2=CC=C(C=C2)O)C(C)C)C
• InChI: InChI=1S/C54H83N11O18/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-41(69)64-47-31(4)83-54(82)46(30(2)3)65-52(80)35(24-32-18-20-33(66)21-19-32)59-42(70)28-57-49(77)38(27-45(74)75)63-51(79)36(25-40(56)68)60-43(71)29-58-48(76)37(26-44(72)73)62-50(78)34(61-53(47)81)22-23-39(55)67/h18-21,30-31,34-38,46-47,66H,5-17,22-29H2,1-4H3,(H2,55,67)(H2,56,68)(H,57,77)(H,58,76)(H,59,70)(H,60,71)(H,61,81)(H,62,78)(H,63,79)(H,64,69)(H,65,80)(H,72,73)(H,74,75)/t31?,34-,35+,36+,37+,38+,46+,47+/m1/s1
• InChI Key: RTROBJGJIRFPPO-FICQDJQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₃N₁₁O₁₈
• Molecular Weight: 1174.30 g/mol
• Exact Mass: 1173.59175484 g/mol
• Topological Polar Surface Area (TPSA): 469.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -1.66
• H-Bond Acceptor: 16
• H-Bond Donor: 14
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6501	65.01%
Caco-2	-	0.8620	86.20%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4322	43.22%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	+	0.9099	90.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9127	91.27%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.8989	89.89%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	+	0.6062	60.62%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.5853	58.53%
CYP2C9 inhibition	-	0.9356	93.56%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	-	0.9017	90.17%
CYP2C8 inhibition	+	0.7419	74.19%
CYP inhibitory promiscuity	-	0.9732	97.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6350	63.50%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6653	66.53%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8670	86.70%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7027	70.27%
Acute Oral Toxicity (c)	III	0.6926	69.26%
Estrogen receptor binding	+	0.7742	77.42%
Androgen receptor binding	+	0.7410	74.10%
Thyroid receptor binding	-	0.5299	52.99%
Glucocorticoid receptor binding	+	0.5369	53.69%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.7306	73.06%
Honey bee toxicity	-	0.8037	80.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6610	66.10%
Fish aquatic toxicity	+	0.8317	83.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.20%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.22%	93.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.55%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.16%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.02%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.26%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.49%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.46%	93.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.56%	97.64%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.99%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.90%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.19%	97.25%
CHEMBL4071	P08311	Cathepsin G	85.10%	94.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.01%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	84.45%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	84.23%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.21%	91.38%
CHEMBL2996	Q05655	Protein kinase C delta	84.09%	97.79%
CHEMBL236	P41143	Delta opioid receptor	84.06%	99.35%
CHEMBL255	P29275	Adenosine A2b receptor	84.02%	98.59%
CHEMBL2514	O95665	Neurotensin receptor 2	83.19%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.98%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.52%	95.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.46%	85.00%
CHEMBL3891	P07384	Calpain 1	80.29%	93.04%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 145720664
• LOTUS: LTS0248983
• wikiData: Q105140014