Trichormamide B

Details

• Internal ID: b5a45b11-867e-488f-8068-17a7dcd99617
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 3-[(3S,6R,9S,12S,15R,18S,21R,24S,28R,31S,34R,37S)-9,24-bis[(2S)-butan-2-yl]-28-heptyl-3,31-bis[(1R)-1-hydroxyethyl]-18-(2-hydroxyethyl)-6-(hydroxymethyl)-15,21-bis[(1S)-1-hydroxy-2-methylpropyl]-34-[(4-hydroxyphenyl)methyl]-10-methyl-2,5,8,11,14,17,20,23,26,30,33,36-dodecaoxo-1,4,7,10,13,16,19,22,25,29,32,35-dodecazabicyclo[35.3.0]tetracontan-12-yl]propanamide
• SMILES (Canonical): CCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)C(C)O)CC3=CC=C(C=C3)O)C(C)O)CO)C(C)CC)C)CCC(=O)N)C(C(C)C)O)CCO)C(C(C)C)O)C(C)CC
• SMILES (Isomeric): CCCCCCC[C@@H]1CC(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)[C@@H](C)O)CC3=CC=C(C=C3)O)[C@@H](C)O)CO)[C@@H](C)CC)C)CCC(=O)N)[C@H](C(C)C)O)CCO)[C@H](C(C)C)O)[C@@H](C)CC
• InChI: InChI=1S/C69H115N13O20/c1-13-16-17-18-19-21-42-33-50(89)76-51(37(8)14-2)63(96)80-55(58(91)36(6)7)65(98)72-44(29-31-83)59(92)79-54(57(90)35(4)5)66(99)73-45(27-28-49(70)88)68(101)81(12)56(38(9)15-3)67(100)75-47(34-84)61(94)78-53(40(11)86)69(102)82-30-20-22-48(82)62(95)74-46(32-41-23-25-43(87)26-24-41)60(93)77-52(39(10)85)64(97)71-42/h23-26,35-40,42,44-48,51-58,83-87,90-91H,13-22,27-34H2,1-12H3,(H2,70,88)(H,71,97)(H,72,98)(H,73,99)(H,74,95)(H,75,100)(H,76,89)(H,77,93)(H,78,94)(H,79,92)(H,80,96)/t37-,38-,39+,40+,42+,44-,45-,46+,47+,48-,51-,52-,53-,54+,55+,56-,57-,58-/m0/s1
• InChI Key: MSGPXZILSHWDOB-ZXSGCDKOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₉H₁₁₅N₁₃O₂₀
• Molecular Weight: 1446.70 g/mol
• Exact Mass: 1445.83813311 g/mol
• Topological Polar Surface Area (TPSA): 516.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): -3.11
• H-Bond Acceptor: 20
• H-Bond Donor: 18
• Rotatable Bonds: 24

Synonyms

• CHEMBL3326885
• DTXSID801046584

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8936	89.36%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4383	43.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8164	81.64%
OATP1B3 inhibitior	+	0.9202	92.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9431	94.31%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8811	88.11%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.7877	78.77%
CYP3A4 inhibition	-	0.8602	86.02%
CYP2C9 inhibition	-	0.8968	89.68%
CYP2C19 inhibition	-	0.9054	90.54%
CYP2D6 inhibition	-	0.8980	89.80%
CYP1A2 inhibition	-	0.9391	93.91%
CYP2C8 inhibition	+	0.7758	77.58%
CYP inhibitory promiscuity	-	0.9866	98.66%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6450	64.50%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7815	78.15%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7107	71.07%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6883	68.83%
Acute Oral Toxicity (c)	III	0.5810	58.10%
Estrogen receptor binding	+	0.5989	59.89%
Androgen receptor binding	+	0.7181	71.81%
Thyroid receptor binding	+	0.6331	63.31%
Glucocorticoid receptor binding	+	0.7695	76.95%
Aromatase binding	+	0.7390	73.90%
PPAR gamma	+	0.7928	79.28%
Honey bee toxicity	-	0.7471	74.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5909	59.09%
Fish aquatic toxicity	+	0.6767	67.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.45%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.75%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.76%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	97.63%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.48%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	96.89%	82.38%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.72%	97.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.38%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.06%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	95.05%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.74%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	94.57%	92.97%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.10%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.88%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	91.47%	97.43%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	91.42%	90.24%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	91.06%	91.81%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	90.27%	98.46%
CHEMBL217	P14416	Dopamine D2 receptor	90.23%	95.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.12%	95.50%
CHEMBL2443	P49862	Kallikrein 7	89.83%	94.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.34%	95.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.28%	93.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.41%	85.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.35%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL4071	P08311	Cathepsin G	86.18%	94.64%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.87%	99.18%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.24%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.00%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.77%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.75%	89.00%
CHEMBL3045	P05771	Protein kinase C beta	83.65%	97.63%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.35%	93.03%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.18%	88.56%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	82.77%	88.33%
CHEMBL1902	P62942	FK506-binding protein 1A	82.52%	97.05%
CHEMBL299	P17252	Protein kinase C alpha	82.50%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.72%	100.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.77%	96.37%
CHEMBL2514	O95665	Neurotensin receptor 2	80.76%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.72%	90.93%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	80.57%	94.01%
CHEMBL4208	P20618	Proteasome component C5	80.56%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.46%	95.89%

Plants that contains it

• Sideritis akmanii
• Sideritis argyrea
• Sideritis condensata
• Sideritis congesta
• Sideritis hirsuta
• Sideritis ozturkii
• Sideritis stricta

Cross-Links

• PubChem: 118711962
• LOTUS: LTS0107327
• wikiData: Q104998929