Sarpeptin B

Details

• Internal ID: 31dda14f-8d1d-4e80-bc04-41890fec25d1
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (3R)-4-amino-3-[[(2R)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S)-3-carboxy-3-hydroxy-2-[[2-[[2-[[(2E,4Z)-8-methyldeca-2,4-dienoyl]amino]acetyl]amino]acetyl]amino]propanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxybutanoyl]amino]-4-methylpentanoyl]amino]-2-hydroxy-4-oxobutanoic acid
• SMILES (Canonical): CCC(C)CCC=CC=CC(=O)NCC(=O)NCC(=O)NC(C(C(=O)O)O)C(=O)NC(CC1=CC=C(C=C1)O)C(=O)NC(C(C)O)C(=O)NC(CC(C)C)C(=O)NC(C(C(=O)O)O)C(=O)N
• SMILES (Isomeric): CCC(C)CC/C=C\C=C\C(=O)NCC(=O)NCC(=O)N[C@@H](C(C(=O)O)O)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](C(C(=O)O)O)C(=O)N
• InChI: InChI=1S/C42H62N8O16/c1-6-22(4)11-9-7-8-10-12-28(53)44-19-29(54)45-20-30(55)48-33(35(57)42(65)66)40(62)47-27(18-24-13-15-25(52)16-14-24)38(60)49-31(23(5)51)39(61)46-26(17-21(2)3)37(59)50-32(36(43)58)34(56)41(63)64/h7-8,10,12-16,21-23,26-27,31-35,51-52,56-57H,6,9,11,17-20H2,1-5H3,(H2,43,58)(H,44,53)(H,45,54)(H,46,61)(H,47,62)(H,48,55)(H,49,60)(H,50,59)(H,63,64)(H,65,66)/b8-7-,12-10+/t22?,23-,26-,27+,31+,32-,33+,34?,35?/m1/s1
• InChI Key: FZUDENSOWQNVBO-BRWUTIDASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₂N₈O₁₆
• Molecular Weight: 935.00 g/mol
• Exact Mass: 934.42837792 g/mol
• Topological Polar Surface Area (TPSA): 402.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -3.67
• H-Bond Acceptor: 14
• H-Bond Donor: 14
• Rotatable Bonds: 29

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8507	85.07%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6307	63.07%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8294	82.94%
P-glycoprotein inhibitior	+	0.7393	73.93%
P-glycoprotein substrate	+	0.8353	83.53%
CYP3A4 substrate	+	0.6816	68.16%
CYP2C9 substrate	-	0.5868	58.68%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.7039	70.39%
CYP2C9 inhibition	-	0.8782	87.82%
CYP2C19 inhibition	-	0.8189	81.89%
CYP2D6 inhibition	-	0.8584	85.84%
CYP1A2 inhibition	-	0.8858	88.58%
CYP2C8 inhibition	+	0.6976	69.76%
CYP inhibitory promiscuity	-	0.9570	95.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6184	61.84%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6952	69.52%
Human Ether-a-go-go-Related Gene inhibition	+	0.6964	69.64%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5322	53.22%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8180	81.80%
Acute Oral Toxicity (c)	III	0.7475	74.75%
Estrogen receptor binding	+	0.8015	80.15%
Androgen receptor binding	+	0.7593	75.93%
Thyroid receptor binding	+	0.5557	55.57%
Glucocorticoid receptor binding	-	0.4761	47.61%
Aromatase binding	+	0.5534	55.34%
PPAR gamma	+	0.7618	76.18%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8509	85.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.25%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	98.68%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.17%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.55%	99.17%
CHEMBL2514	O95665	Neurotensin receptor 2	95.55%	100.00%
CHEMBL236	P41143	Delta opioid receptor	95.41%	99.35%
CHEMBL1255126	O15151	Protein Mdm4	95.25%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.13%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	94.81%	100.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	94.70%	91.23%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	93.42%	97.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.22%	95.50%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.06%	93.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.03%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.95%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.89%	91.11%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.45%	92.29%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.00%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.39%	97.21%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	87.24%	96.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.52%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.50%	100.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	85.98%	89.33%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.94%	96.37%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.58%	98.05%
CHEMBL242	Q92731	Estrogen receptor beta	84.28%	98.35%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.90%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.57%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.15%	90.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.41%	97.29%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.12%	89.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.04%	91.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.80%	93.00%
CHEMBL3176	O43603	Galanin receptor 2	80.74%	98.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145721068
• LOTUS: LTS0234181
• wikiData: Q105005179