Thioholgamide B

Details

• Internal ID: 33039784-d378-4513-aca3-89edf030b0a6
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: N-[9-benzyl-6-[(1,3-dimethylimidazol-1-ium-4-yl)-hydroxymethyl]-12,19-dimethyl-5,8,11,14,17-pentaoxo-15-propan-2-yl-1-thia-4,7,10,13,16-pentazacyclononadec-2-en-18-yl]-2-[2-[2-[2-[[2-[[3-methyl-2-(2-oxopropanoylamino)butanethioyl]amino]-4-methylsulfinylbutanethioyl]amino]propanoylamino]propanethioylamino]propanethioylamino]propanamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC=CS1)C(C2=C[N+](=CN2C)C)O)CC3=CC=CC=C3)C)C(C)C)NC(=O)C(C)NC(=S)C(C)NC(=S)C(C)NC(=O)C(C)NC(=S)C(CCS(=O)C)NC(=S)C(C(C)C)NC(=O)C(=O)C
• SMILES (Isomeric): CC1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC=CS1)C(C2=C[N+](=CN2C)C)O)CC3=CC=CC=C3)C)C(C)C)NC(=O)C(C)NC(=S)C(C)NC(=S)C(C)NC(=O)C(C)NC(=S)C(CCS(=O)C)NC(=S)C(C(C)C)NC(=O)C(=O)C
• InChI: InChI=1S/C56H84N14O11S6/c1-27(2)40-51(79)58-29(5)46(74)63-38(24-36-18-16-15-17-19-36)49(77)68-43(44(72)39-25-69(12)26-70(39)13)50(78)57-21-22-86-35(11)42(52(80)65-40)67-47(75)31(7)60-54(83)33(9)62-53(82)32(8)59-45(73)30(6)61-55(84)37(20-23-87(14)81)64-56(85)41(28(3)4)66-48(76)34(10)71/h15-19,21-22,25-33,35,37-38,40-44,72H,20,23-24H2,1-14H3,(H11-,57,58,59,60,61,62,63,64,65,66,67,68,73,74,75,76,77,78,79,80,82,83,84,85)/p+1
• InChI Key: ZKVMUPABRRWKON-UHFFFAOYSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₅N₁₄O₁₁S₆+
• Molecular Weight: 1322.80 g/mol
• Exact Mass: 1321.48465162 g/mol
• Topological Polar Surface Area (TPSA): 517.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.85
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5410	54.10%
Caco-2	-	0.8598	85.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3450	34.50%
OATP2B1 inhibitior	-	0.7196	71.96%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9840	98.40%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.8700	87.00%
CYP3A4 substrate	+	0.7442	74.42%
CYP2C9 substrate	+	0.5939	59.39%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	-	0.6663	66.63%
CYP2C9 inhibition	-	0.7372	73.72%
CYP2C19 inhibition	-	0.7272	72.72%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	-	0.7655	76.55%
CYP2C8 inhibition	+	0.7554	75.54%
CYP inhibitory promiscuity	-	0.9316	93.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5837	58.37%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9128	91.28%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7106	71.06%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5359	53.59%
skin sensitisation	-	0.8301	83.01%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6547	65.47%
Acute Oral Toxicity (c)	III	0.5962	59.62%
Estrogen receptor binding	+	0.6773	67.73%
Androgen receptor binding	+	0.7291	72.91%
Thyroid receptor binding	+	0.6856	68.56%
Glucocorticoid receptor binding	+	0.7417	74.17%
Aromatase binding	+	0.7043	70.43%
PPAR gamma	+	0.7523	75.23%
Honey bee toxicity	-	0.6870	68.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8784	87.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.89%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.88%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.33%	90.17%
CHEMBL4072	P07858	Cathepsin B	94.09%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.39%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.14%	97.64%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.55%	90.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.95%	90.08%
CHEMBL255	P29275	Adenosine A2b receptor	87.27%	98.59%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.77%	93.10%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.88%	98.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.82%	93.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.03%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.75%	99.15%
CHEMBL3308	P55212	Caspase-6	84.33%	97.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.02%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.99%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.56%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.25%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.20%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.03%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.89%	96.90%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.23%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.25%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.85%	93.03%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.76%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.17%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586737
• LOTUS: LTS0175038
• wikiData: Q77513329