Puwainaphycin A

Details

• Internal ID: 492da3cd-596a-49da-a018-3de34976cb39
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 3-[(3S,6S,12S,15S,18S,21E,24S,27R,28R,31S)-3-(2-amino-2-oxoethyl)-21-ethylidene-27-hydroxy-15,18-bis[(1S)-1-hydroxyethyl]-6-[(1S)-1-methoxyethyl]-4-methyl-2,5,8,11,14,17,20,23,26,30-decaoxo-28-[(2S)-12-oxohexadecan-2-yl]-24-propan-2-yl-1,4,7,10,13,16,19,22,25,29-decazabicyclo[29.3.0]tetratriacontan-12-yl]propanamide
• SMILES (Canonical): CCCCC(=O)CCCCCCCCCC(C)C1C(C(=O)NC(C(=O)NC(=CC)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N(C(C(=O)N2CCCC2C(=O)N1)CC(=O)N)C)C(C)OC)CCC(=O)N)C(C)O)C(C)O)C(C)C)O
• SMILES (Isomeric): CCCCC(=O)CCCCCCCCC[C@H](C)[C@@H]1[C@H](C(=O)N[C@H](C(=O)N/C(=C/C)/C(=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)N2CCC[C@H]2C(=O)N1)CC(=O)N)C)[C@H](C)OC)CCC(=O)N)[C@H](C)O)[C@H](C)O)C(C)C)O
• InChI: InChI=1S/C58H98N12O17/c1-11-13-23-36(73)24-20-18-16-14-15-17-19-22-32(5)45-49(77)56(84)65-44(31(3)4)53(81)62-37(12-2)51(79)67-47(34(7)72)55(83)68-46(33(6)71)54(82)63-38(26-27-41(59)74)50(78)61-30-43(76)64-48(35(8)87-10)58(86)69(9)40(29-42(60)75)57(85)70-28-21-25-39(70)52(80)66-45/h12,31-35,38-40,44-49,71-72,77H,11,13-30H2,1-10H3,(H2,59,74)(H2,60,75)(H,61,78)(H,62,81)(H,63,82)(H,64,76)(H,65,84)(H,66,80)(H,67,79)(H,68,83)/b37-12+/t32-,33-,34-,35-,38-,39-,40-,44-,45+,46-,47-,48-,49+/m0/s1
• InChI Key: VBYYGSMHUKZIND-NPNGGBIDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₈N₁₂O₁₇
• Molecular Weight: 1235.50 g/mol
• Exact Mass: 1234.71728970 g/mol
• Topological Polar Surface Area (TPSA): 447.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -2.28
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 24

Synonyms

• MLS004552141
• SMR003334804

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6793	67.93%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4990	49.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8073	80.73%
OATP1B3 inhibitior	+	0.9057	90.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8817	88.17%
BSEP inhibitior	+	0.9362	93.62%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8862	88.62%
CYP3A4 substrate	+	0.7424	74.24%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.9065	90.65%
CYP2C9 inhibition	-	0.8521	85.21%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	+	0.7691	76.91%
CYP inhibitory promiscuity	-	0.9878	98.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5395	53.95%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.7548	75.48%
Skin corrosion	-	0.9013	90.13%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6575	65.75%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5302	53.02%
skin sensitisation	-	0.8644	86.44%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6333	63.33%
Estrogen receptor binding	+	0.6746	67.46%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.5670	56.70%
Glucocorticoid receptor binding	+	0.6975	69.75%
Aromatase binding	+	0.7257	72.57%
PPAR gamma	+	0.7876	78.76%
Honey bee toxicity	-	0.6882	68.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5024	50.24%
Fish aquatic toxicity	-	0.4461	44.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.68%	98.95%
CHEMBL325	Q13547	Histone deacetylase 1	98.46%	95.92%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	98.21%	82.38%
CHEMBL4588	P22894	Matrix metalloproteinase 8	98.11%	94.66%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.55%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	97.31%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.96%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.84%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.90%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	95.70%	95.50%
CHEMBL2443	P49862	Kallikrein 7	95.66%	94.00%
CHEMBL4071	P08311	Cathepsin G	95.61%	94.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.60%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	95.39%	92.97%
CHEMBL3837	P07711	Cathepsin L	95.26%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	95.13%	91.03%
CHEMBL221	P23219	Cyclooxygenase-1	94.76%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.25%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	94.06%	83.82%
CHEMBL1902	P62942	FK506-binding protein 1A	93.99%	97.05%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.41%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.89%	85.14%
CHEMBL321	P14780	Matrix metalloproteinase 9	91.64%	92.12%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.25%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.86%	91.81%
CHEMBL299	P17252	Protein kinase C alpha	89.90%	98.03%
CHEMBL333	P08253	Matrix metalloproteinase-2	89.65%	96.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.99%	99.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.93%	97.64%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.93%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.77%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.69%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	88.66%	95.93%
CHEMBL255	P29275	Adenosine A2b receptor	88.33%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.22%	93.03%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.84%	88.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.80%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.08%	96.90%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.84%	97.29%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.70%	92.88%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.20%	94.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL228	P31645	Serotonin transporter	83.65%	95.51%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.64%	95.71%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.55%	97.47%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.30%	99.18%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.28%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.96%	92.86%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.55%	99.23%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.33%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.97%	98.75%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	80.70%	90.24%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.64%	85.83%
CHEMBL1871	P10275	Androgen Receptor	80.53%	96.43%
CHEMBL2885	P07451	Carbonic anhydrase III	80.09%	87.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72193951
• LOTUS: LTS0212770
• wikiData: Q105283568