Surugamide F3

Details

• Internal ID: 9da71a57-5c33-4de2-82a1-e4f6755a518f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-3-[[(2S,3R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxybutanoyl]amino]-2-methylpropanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-3-methylbutanoyl]amino]propanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(C)C(=O)O)NC(=O)C(C)CNC(=O)C(C(C)O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC1=CNC2=CC=CC=C21)N
• SMILES (Isomeric): C[C@@H](CNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC1=CNC2=CC=CC=C21)N)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C)C(=O)O
• InChI: InChI=1S/C53H87N11O12/c1-25(2)19-38(47(69)57-31(12)45(67)62-41(28(7)8)51(73)58-32(13)53(75)76)61-48(70)39(20-26(3)4)59-44(66)30(11)23-56-50(72)43(33(14)65)64-52(74)42(29(9)10)63-49(71)40(21-27(5)6)60-46(68)36(54)22-34-24-55-37-18-16-15-17-35(34)37/h15-18,24-33,36,38-43,55,65H,19-23,54H2,1-14H3,(H,56,72)(H,57,69)(H,58,73)(H,59,66)(H,60,68)(H,61,70)(H,62,67)(H,63,71)(H,64,74)(H,75,76)/t30-,31+,32+,33+,36-,38-,39+,40+,41-,42-,43-/m0/s1
• InChI Key: YAGDDBBKSNUSSG-DXBWZIAGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₇N₁₁O₁₂
• Molecular Weight: 1070.30 g/mol
• Exact Mass: 1069.65356725 g/mol
• Topological Polar Surface Area (TPSA): 361.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 12
• H-Bond Donor: 13
• Rotatable Bonds: 31

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9143	91.43%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3943	39.43%
OATP2B1 inhibitior	-	0.7193	71.93%
OATP1B1 inhibitior	+	0.9072	90.72%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.8609	86.09%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9316	93.16%
P-glycoprotein inhibitior	+	0.7411	74.11%
P-glycoprotein substrate	+	0.8283	82.83%
CYP3A4 substrate	+	0.6473	64.73%
CYP2C9 substrate	-	0.7855	78.55%
CYP2D6 substrate	-	0.7726	77.26%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	-	0.8337	83.37%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8205	82.05%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8655	86.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.8097	80.97%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3670	36.70%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7555	75.55%
Acute Oral Toxicity (c)	III	0.5537	55.37%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.6723	67.23%
Thyroid receptor binding	+	0.5944	59.44%
Glucocorticoid receptor binding	+	0.6500	65.00%
Aromatase binding	+	0.6335	63.35%
PPAR gamma	+	0.7762	77.62%
Honey bee toxicity	-	0.8418	84.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.4919	49.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.78%	90.17%
CHEMBL3837	P07711	Cathepsin L	96.58%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.28%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	94.03%	90.20%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.97%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.50%	93.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.83%	83.10%
CHEMBL4040	P28482	MAP kinase ERK2	91.59%	83.82%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.06%	98.33%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.70%	97.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.74%	96.00%
CHEMBL3308	P55212	Caspase-6	89.59%	97.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.51%	95.56%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	88.32%	92.80%
CHEMBL222	P23975	Norepinephrine transporter	86.73%	96.06%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	86.68%	98.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.65%	90.24%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.82%	92.29%
CHEMBL5028	O14672	ADAM10	85.45%	97.50%
CHEMBL2535	P11166	Glucose transporter	85.26%	98.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.75%	88.56%
CHEMBL3776	Q14790	Caspase-8	83.53%	97.06%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.38%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.91%	100.00%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	82.51%	95.48%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	81.99%	96.28%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.40%	89.62%
CHEMBL3176	O43603	Galanin receptor 2	81.13%	98.89%
CHEMBL230	P35354	Cyclooxygenase-2	81.09%	89.63%
CHEMBL2514	O95665	Neurotensin receptor 2	80.10%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590168
• LOTUS: LTS0019725
• wikiData: Q105345377