Pneumocandin A3

Details

• Internal ID: 57970604-064d-4220-884f-6aada63c1102
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (10R,12S)-N-[(3S,6S,9S,11R,15S,18R,21R,24S,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-11,21,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-6-[2-(4-hydroxyphenyl)ethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-10,12-dimethyltetradecanamide
• SMILES (Canonical): CCC(C)CC(C)CCCCCCCCC(=O)NC1CCC(NC(=O)C2C(C(CN2C(=O)C(NC(=O)C(NC(=O)C3CC(CN3C(=O)C(NC1=O)C(C)O)O)CCC4=CC=C(C=C4)O)C(CC(=O)N)O)C)O)O
• SMILES (Isomeric): CC[C@H](C)C[C@H](C)CCCCCCCCC(=O)N[C@@H]1CC[C@H](NC(=O)[C@@H]2[C@H]([C@H](CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@@H](NC1=O)[C@@H](C)O)O)CCC4=CC=C(C=C4)O)[C@@H](CC(=O)N)O)C)O)O
• InChI: InChI=1S/C51H82N8O14/c1-6-28(2)23-29(3)13-11-9-7-8-10-12-14-40(65)53-35-21-22-41(66)55-49(71)44-45(67)30(4)26-59(44)51(73)43(38(63)25-39(52)64)57-47(69)36(20-17-32-15-18-33(61)19-16-32)54-48(70)37-24-34(62)27-58(37)50(72)42(31(5)60)56-46(35)68/h15-16,18-19,28-31,34-38,41-45,60-63,66-67H,6-14,17,20-27H2,1-5H3,(H2,52,64)(H,53,65)(H,54,70)(H,55,71)(H,56,68)(H,57,69)/t28-,29+,30-,31+,34+,35+,36-,37-,38+,41+,42-,43-,44-,45-/m0/s1
• InChI Key: PVPPXJJCHCIYGN-FMLPGXNNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂N₈O₁₄
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.59504932 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 14
• H-Bond Donor: 12
• Rotatable Bonds: 20

Synonyms

• (10R,12S)-N-[(3S,6S,9S,11R,15S,18R,21R,24S,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-11,21,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-6-[2-(4-hydroxyphenyl)ethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-10,12-dimethyltetradecanamide
• (10R,12S)-N-((3S,6S,9S,11R,15S,18R,21R,24S,25S,26S)-3-((1R)-3-amino-1-hydroxy-3-oxopropyl)-11,21,25-trihydroxy-15-((1R)-1-hydroxyethyl)-6-(2-(4-hydroxyphenyl)ethyl)-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo(22.3.0.09,13)heptacosan-18-yl)-10,12-dimethyltetradecanamide
• (10R,12S)-N-((3S,6S,9S,11R,15S,18R,21R,24S,25S,26S)-5,8,11,17,21,23,25-Heptahydroxy-3-((1R)-1-hydroxy-2-(C-hydroxycarbonimidoyl)ethyl)-15-((1R)-1-hydroxyethyl)-6-(2-(4-hydroxyphenyl)ethyl)-26-methyl-2,14-dioxo-1,4,7,13,16,22-hexaazatricyclo(22.3.0.0,)heptacosa-4,7,16,22-tetraen-18-yl)-10,12-dimethyltetradecanimidate
• (10R,12S)-N-[(3S,6S,9S,11R,15S,18R,21R,24S,25S,26S)-5,8,11,17,21,23,25-Heptahydroxy-3-[(1R)-1-hydroxy-2-(C-hydroxycarbonimidoyl)ethyl]-15-[(1R)-1-hydroxyethyl]-6-[2-(4-hydroxyphenyl)ethyl]-26-methyl-2,14-dioxo-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0,]heptacosa-4,7,16,22-tetraen-18-yl]-10,12-dimethyltetradecanimidate
• RefChem:174957
• CHEBI:202967

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7229	72.29%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4494	44.94%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8179	81.79%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9004	90.04%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	+	0.8916	89.16%
CYP3A4 substrate	+	0.7341	73.41%
CYP2C9 substrate	-	0.6156	61.56%
CYP2D6 substrate	-	0.8030	80.30%
CYP3A4 inhibition	-	0.9160	91.60%
CYP2C9 inhibition	-	0.9333	93.33%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.8646	86.46%
CYP1A2 inhibition	-	0.9426	94.26%
CYP2C8 inhibition	+	0.8193	81.93%
CYP inhibitory promiscuity	-	0.9724	97.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6340	63.40%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.7811	78.11%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3611	36.11%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6550	65.50%
skin sensitisation	-	0.8760	87.60%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6032	60.32%
Acute Oral Toxicity (c)	III	0.6319	63.19%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	+	0.7306	73.06%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.6085	60.85%
Aromatase binding	+	0.6153	61.53%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.7211	72.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.8230	82.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.00%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.08%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.98%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.33%	90.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	95.71%	95.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	95.24%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	94.49%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	94.10%	97.79%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	93.50%	97.23%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.29%	92.86%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.86%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.14%	97.25%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.94%	94.66%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.48%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.13%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.05%	90.08%
CHEMBL2514	O95665	Neurotensin receptor 2	89.12%	100.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	88.91%	96.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	88.33%	87.16%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.78%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	87.74%	98.03%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.58%	96.11%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	85.35%	88.42%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.27%	97.64%
CHEMBL3785	Q8TDS4	Hydroxycarboxylic acid receptor 2	85.27%	94.05%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.86%	96.37%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.56%	96.47%
CHEMBL2535	P11166	Glucose transporter	84.47%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.46%	93.56%
CHEMBL255	P29275	Adenosine A2b receptor	84.23%	98.59%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.66%	97.03%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.71%	85.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.84%	98.05%
CHEMBL4581	P52732	Kinesin-like protein 1	81.62%	93.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	80.77%	92.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.47%	82.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584716
• LOTUS: LTS0104286
• wikiData: Q77374558