Pinensin A

Details

• Internal ID: 7cf99771-cfe9-41c7-b791-fac4e90eb7c4
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[(1R,4S,7S,13S,16S,19S,22R,23R,26R,29S,32S,35Z,38Z,43S,44S,47S,50S)-44-[[(2S)-2-[[(Z)-2-[[(2S)-1-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]but-2-enoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-29,32-bis[(2S)-butan-2-yl]-13-(2-carboxyethyl)-16,19-bis(carboxymethyl)-35,38-di(ethylidene)-7-(1H-imidazol-5-ylmethyl)-23,43,50-trimethyl-4-(2-methylpropyl)-3,6,9,12,15,18,21,28,31,34,37,40,45,48,51-pentadecaoxo-47-propan-2-yl-24,42-dithia-2,5,8,11,14,17,20,27,30,33,36,39,46,49,52-pentadecazabicyclo[20.18.12]dopentacontane-26-carbonyl]amino]propanoic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC(CSC(C2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(CSC(C(C(=O)NC(C(=O)NC(C(=O)N2)C)C(C)C)NC(=O)C(CC3=CN=CN3)NC(=O)C(=CC)NC(=O)C4CCCN4C(=O)C(CC5=CN=CN5)N)C)C(=O)NC(=CC)C(=O)NC(=CC)C(=O)NC(C(=O)N1)C(C)CC)CC(C)C)CC6=CN=CN6)CCC(=O)O)CC(=O)O)CC(=O)O)C)C(=O)NC(C)C(=O)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@@H](CS[C@@H]([C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CS[C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)C)C(C)C)NC(=O)[C@H](CC3=CN=CN3)NC(=O)/C(=C/C)/NC(=O)[C@@H]4CCCN4C(=O)[C@H](CC5=CN=CN5)N)C)C(=O)N/C(=C\C)/C(=O)N/C(=C\C)/C(=O)N[C@H](C(=O)N1)[C@@H](C)CC)CC(C)C)CC6=CN=CN6)CCC(=O)O)CC(=O)O)CC(=O)O)C)C(=O)N[C@@H](C)C(=O)O
• InChI: InChI=1S/C93H137N27O28S2/c1-16-43(10)70-88(142)114-62(84(138)103-46(13)93(147)148)36-149-47(14)72-90(144)112-61(31-68(126)127)82(136)111-60(30-67(124)125)81(135)108-56(23-24-66(122)123)75(129)98-35-65(121)104-58(28-50-33-96-39-100-50)80(134)109-57(26-41(6)7)79(133)113-63(85(139)106-53(18-3)76(130)105-55(20-5)78(132)116-71(44(11)17-2)89(143)117-70)37-150-48(15)73(91(145)115-69(42(8)9)87(141)102-45(12)74(128)118-72)119-83(137)59(29-51-34-97-40-101-51)110-77(131)54(19-4)107-86(140)64-22-21-25-120(64)92(146)52(94)27-49-32-95-38-99-49/h18-20,32-34,38-48,52,56-64,69-73H,16-17,21-31,35-37,94H2,1-15H3,(H,95,99)(H,96,100)(H,97,101)(H,98,129)(H,102,141)(H,103,138)(H,104,121)(H,105,130)(H,106,139)(H,107,140)(H,108,135)(H,109,134)(H,110,131)(H,111,136)(H,112,144)(H,113,133)(H,114,142)(H,115,145)(H,116,132)(H,117,143)(H,118,128)(H,119,137)(H,122,123)(H,124,125)(H,126,127)(H,147,148)/b53-18-,54-19-,55-20-/t43-,44-,45-,46-,47+,48-,52-,56-,57-,58-,59-,60-,61-,62-,63-,64-,69-,70-,71-,72-,73+/m0/s1
• InChI Key: XTTVRTRTRBWWOP-SKCHWBJJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉₃H₁₃₇N₂₇O₂₈S₂
• Molecular Weight: 2145.40 g/mol
• Exact Mass: 2143.9567792 g/mol
• Topological Polar Surface Area (TPSA): 885.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -6.35
• H-Bond Acceptor: 30
• H-Bond Donor: 27
• Rotatable Bonds: 30

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7066	70.66%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4926	49.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7947	79.47%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.8209	82.09%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9779	97.79%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8726	87.26%
CYP3A4 substrate	+	0.7589	75.89%
CYP2C9 substrate	-	0.8040	80.40%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8799	87.99%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.7176	71.76%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.8278	82.78%
CYP2C8 inhibition	+	0.8647	86.47%
CYP inhibitory promiscuity	-	0.9099	90.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5800	58.00%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7519	75.19%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7166	71.66%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6917	69.17%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6157	61.57%
Acute Oral Toxicity (c)	III	0.5743	57.43%
Estrogen receptor binding	-	0.5952	59.52%
Androgen receptor binding	+	0.7517	75.17%
Thyroid receptor binding	+	0.8425	84.25%
Glucocorticoid receptor binding	+	0.8630	86.30%
Aromatase binding	+	0.8328	83.28%
PPAR gamma	+	0.7778	77.78%
Honey bee toxicity	-	0.6076	60.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9760	97.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	100.00%	83.82%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	99.96%	93.10%
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.79%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	99.55%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.52%	97.64%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	98.14%	98.33%
CHEMBL230	P35354	Cyclooxygenase-2	97.39%	89.63%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	96.90%	96.90%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.68%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.28%	90.08%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	96.25%	98.24%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	95.72%	90.24%
CHEMBL236	P41143	Delta opioid receptor	95.60%	99.35%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	95.42%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.39%	85.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	94.64%	100.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	94.51%	96.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.46%	99.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	94.04%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	94.03%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL3837	P07711	Cathepsin L	93.82%	96.61%
CHEMBL4071	P08311	Cathepsin G	93.19%	94.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.01%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.65%	82.38%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	92.13%	97.23%
CHEMBL2514	O95665	Neurotensin receptor 2	92.05%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.89%	93.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.84%	91.03%
CHEMBL255	P29275	Adenosine A2b receptor	91.32%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.14%	97.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.92%	92.29%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.45%	90.24%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	90.29%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.89%	95.93%
CHEMBL2443	P49862	Kallikrein 7	89.89%	94.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	89.79%	92.32%
CHEMBL4208	P20618	Proteasome component C5	89.35%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.28%	93.56%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	89.15%	88.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.88%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.20%	95.56%
CHEMBL2821	P00748	Coagulation factor XII	88.14%	96.21%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.10%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.72%	94.75%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	87.65%	100.00%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	87.48%	88.84%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.37%	91.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.90%	96.21%
CHEMBL4801	P29466	Caspase-1	85.50%	96.85%
CHEMBL5646	Q6L5J4	FML2_HUMAN	85.35%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.05%	96.47%
CHEMBL5500	Q92831	Histone acetyltransferase PCAF	84.70%	91.96%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.47%	97.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.31%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.21%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.89%	91.07%
CHEMBL1628481	P35414	Apelin receptor	81.46%	97.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.29%	97.25%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.93%	95.64%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.38%	94.66%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588753
• LOTUS: LTS0125196
• wikiData: Q105341923