Magainin I

Details

• Internal ID: 4db9eb83-cf3d-4114-9753-f2612de63201
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: (4S)-4-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S,3S)-2-[(2-aminoacetyl)amino]-3-methylpentanoyl]amino]acetyl]amino]hexanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]amino]hexanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]hexanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-5-[[(2S,3S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(1S)-1-carboxy-2-hydroxyethyl]amino]-1-oxohexan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)NCC(=O)NC(CCCCN)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(CC(C)C)C(=O)NC(CC2=CN=CN2)C(=O)NC(CO)C(=O)NC(C)C(=O)NCC(=O)NC(CCCCN)C(=O)NC(CC3=CC=CC=C3)C(=O)NCC(=O)NC(CCCCN)C(=O)NC(C)C(=O)NC(CC4=CC=CC=C4)C(=O)NC(C(C)C)C(=O)NCC(=O)NC(CCC(=O)O)C(=O)NC(C(C)CC)C(=O)NC(CCSC)C(=O)NC(CCCCN)C(=O)NC(CO)C(=O)O)NC(=O)CN
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC2=CN=CN2)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)O)NC(=O)CN
• InChI: InChI=1S/C112H177N29O28S/c1-12-65(7)93(139-86(144)54-117)110(166)122-59-89(147)128-75(39-25-29-46-115)100(156)135-81(51-70-33-19-15-20-34-70)105(161)133-79(49-63(3)4)104(160)136-83(53-72-55-118-62-123-72)106(162)137-84(60-142)108(164)124-67(9)95(151)119-56-87(145)127-74(38-24-28-45-114)99(155)134-80(50-69-31-17-14-18-32-69)97(153)120-57-88(146)126-73(37-23-27-44-113)98(154)125-68(10)96(152)132-82(52-71-35-21-16-22-36-71)107(163)140-92(64(5)6)109(165)121-58-90(148)129-77(41-42-91(149)150)103(159)141-94(66(8)13-2)111(167)131-78(43-48-170-11)102(158)130-76(40-26-30-47-116)101(157)138-85(61-143)112(168)169/h14-22,31-36,55,62-68,73-85,92-94,142-143H,12-13,23-30,37-54,56-61,113-117H2,1-11H3,(H,118,123)(H,119,151)(H,120,153)(H,121,165)(H,122,166)(H,124,164)(H,125,154)(H,126,146)(H,127,145)(H,128,147)(H,129,148)(H,130,158)(H,131,167)(H,132,152)(H,133,161)(H,134,155)(H,135,156)(H,136,160)(H,137,162)(H,138,157)(H,139,144)(H,140,163)(H,141,159)(H,149,150)(H,168,169)/t65-,66-,67-,68-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,92-,93-,94-/m0/s1
• InChI Key: OFIZOVDANLLTQD-ZVNXOKPXSA-N
• Popularity: 63 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁₂H₁₇₇N₂₉O₂₈S
• Molecular Weight: 2409.80 g/mol
• Exact Mass: 2409.3072121 g/mol
• Topological Polar Surface Area (TPSA): 939.00 Ų
• XlogP: -6.30
• Atomic LogP (AlogP): -7.13
• H-Bond Acceptor: 33
• H-Bond Donor: 32
• Rotatable Bonds: 84

Synonyms

• RefChem:155137
• Magainin 1
• 108433-99-4
• magainin 1 peptide, Xenopus
• Magainin 1, Xenopus
• orb1679560
• FM73476
• DA-55171
• magainin 1 peptide, Xenopus, Meganin 1, CHEMBL409372, LS-186859, LS-187515, J-002140, 108433-99-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8840	88.40%
Caco-2	-	0.8611	86.11%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4568	45.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7827	78.27%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.8828	88.28%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9501	95.01%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8763	87.63%
CYP3A4 substrate	+	0.7214	72.14%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.6905	69.05%
CYP2C9 inhibition	-	0.7899	78.99%
CYP2C19 inhibition	-	0.8280	82.80%
CYP2D6 inhibition	-	0.8702	87.02%
CYP1A2 inhibition	-	0.8736	87.36%
CYP2C8 inhibition	+	0.7852	78.52%
CYP inhibitory promiscuity	-	0.9564	95.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6206	62.06%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7924	79.24%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7231	72.31%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8707	87.07%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8361	83.61%
Acute Oral Toxicity (c)	III	0.6338	63.38%
Estrogen receptor binding	-	0.5979	59.79%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	+	0.8144	81.44%
Glucocorticoid receptor binding	+	0.8562	85.62%
Aromatase binding	+	0.8191	81.91%
PPAR gamma	+	0.7882	78.82%
Honey bee toxicity	-	0.7140	71.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8265	82.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.95%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	99.67%	97.23%
CHEMBL1255126	O15151	Protein Mdm4	99.16%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	99.09%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	98.79%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	98.08%	98.33%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	98.07%	92.80%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	97.68%	88.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.60%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.48%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	96.87%	100.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	96.02%	98.94%
CHEMBL2514	O95665	Neurotensin receptor 2	94.97%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.93%	96.00%
CHEMBL236	P41143	Delta opioid receptor	93.38%	99.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.79%	96.90%
CHEMBL3837	P07711	Cathepsin L	91.53%	96.61%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.04%	91.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.65%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.69%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.04%	97.64%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.75%	98.05%
CHEMBL4296013	Q5VWK5	Interleukin-23 receptor	88.55%	88.00%
CHEMBL2885	P07451	Carbonic anhydrase III	88.35%	87.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.49%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.92%	97.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.70%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.64%	94.45%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	86.38%	94.55%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.08%	91.11%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	85.98%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.71%	93.03%
CHEMBL2535	P11166	Glucose transporter	84.88%	98.75%
CHEMBL1781	P11387	DNA topoisomerase I	84.38%	97.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.77%	95.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.68%	100.00%
CHEMBL3176	O43603	Galanin receptor 2	82.94%	98.89%
CHEMBL4581	P52732	Kinesin-like protein 1	82.07%	93.18%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.74%	89.33%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	81.38%	96.28%
CHEMBL4079	P25098	G-protein coupled receptor kinase 2	81.29%	97.95%
CHEMBL3401	O75469	Pregnane X receptor	80.92%	94.73%
CHEMBL4444	P04070	Vitamin K-dependent protein C	80.49%	93.89%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.15%	95.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16132169
• LOTUS: LTS0236728
• wikiData: Q105191112