Spumigin A

Details

• Internal ID: f546c9c5-ee2e-492d-9733-6e33aaf2aaaf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S,4S)-N-[5-(diaminomethylideneamino)-1-hydroxypentan-2-yl]-1-[(2R)-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-4-(4-hydroxyphenyl)butanoyl]-4-methylpyrrolidine-2-carboxamide
• InChI: InChI=1S/C31H44N6O7/c1-19-15-26(28(42)35-22(18-38)3-2-14-34-31(32)33)37(17-19)30(44)25(13-8-20-4-9-23(39)10-5-20)36-29(43)27(41)16-21-6-11-24(40)12-7-21/h4-7,9-12,19,22,25-27,38-41H,2-3,8,13-18H2,1H3,(H,35,42)(H,36,43)(H4,32,33,34)/t19-,22?,25+,26-,27+/m0/s1
• InChI Key: LRHLULGPZSFCCN-NBJYBXKZSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄N₆O₇
• Molecular Weight: 612.70 g/mol
• Exact Mass: 612.32714776 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

• (2S,4S)-N-[5-(Diaminomethylideneamino)-1-hydroxypentan-2-yl]-1-[(2R)-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]-4-(4-hydroxyphenyl)butanoyl]-4-methylpyrrolidine-2-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8916	89.16%
Caco-2	-	0.8897	88.97%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6640	66.40%
OATP2B1 inhibitior	-	0.7106	71.06%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8590	85.90%
P-glycoprotein inhibitior	+	0.7401	74.01%
P-glycoprotein substrate	+	0.8657	86.57%
CYP3A4 substrate	+	0.7069	70.69%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.7940	79.40%
CYP3A4 inhibition	-	0.7918	79.18%
CYP2C9 inhibition	-	0.8480	84.80%
CYP2C19 inhibition	-	0.7773	77.73%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	-	0.9269	92.69%
CYP2C8 inhibition	-	0.5658	56.58%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9434	94.34%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6813	68.13%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5588	55.88%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4937	49.37%
Acute Oral Toxicity (c)	III	0.6674	66.74%
Estrogen receptor binding	+	0.8037	80.37%
Androgen receptor binding	+	0.7543	75.43%
Thyroid receptor binding	+	0.5629	56.29%
Glucocorticoid receptor binding	+	0.6703	67.03%
Aromatase binding	+	0.5338	53.38%
PPAR gamma	+	0.7529	75.29%
Honey bee toxicity	-	0.7856	78.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7267	72.67%

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	99.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.20%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.34%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	96.06%	97.21%
CHEMBL2514	O95665	Neurotensin receptor 2	95.12%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.64%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.40%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.36%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.35%	96.95%
CHEMBL233	P35372	Mu opioid receptor	94.16%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	93.73%	100.00%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	92.85%	98.33%
CHEMBL236	P41143	Delta opioid receptor	92.67%	99.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.01%	95.89%
CHEMBL3837	P07711	Cathepsin L	91.89%	96.61%
CHEMBL1255126	O15151	Protein Mdm4	90.65%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.03%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	88.86%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.77%	82.69%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.41%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.73%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.04%	92.29%
CHEMBL2535	P11166	Glucose transporter	86.67%	98.75%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	86.39%	96.67%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.26%	94.66%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	86.08%	96.28%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.22%	93.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.13%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.91%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.22%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.11%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.38%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.46%	86.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	82.17%	82.86%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.67%	91.81%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	81.39%	81.58%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.13%	85.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.96%	97.64%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.95%	95.58%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.29%	97.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10651408
• LOTUS: LTS0036175
• wikiData: Q77504519