Cystomanamide B

Details

• Internal ID: 1db6543d-e2f5-46ce-ae74-81eb512d90da
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides
• IUPAC Name: (2R)-2-[[(2R)-3-[(2R,3S)-2-[[(2S,3R)-4-amino-2-[[(2R)-4-amino-2-[[(3R)-3-amino-9-methyldecanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxy-4-oxobutanoyl]amino]-3-hydroxy-3-phenylpropanoyl]oxy-2-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid
• InChI: InChI=1S/C40H57N7O14/c1-21(2)9-5-3-8-12-24(41)18-30(51)44-26(19-29(42)50)36(55)46-31(34(53)35(43)54)38(57)47-32(33(52)23-10-6-4-7-11-23)40(60)61-20-28(49)37(56)45-27(39(58)59)17-22-13-15-25(48)16-14-22/h4,6-7,10-11,13-16,21,24,26-28,31-34,48-49,52-53H,3,5,8-9,12,17-20,41H2,1-2H3,(H2,42,50)(H2,43,54)(H,44,51)(H,45,56)(H,46,55)(H,47,57)(H,58,59)/t24-,26-,27-,28-,31+,32-,33+,34-/m1/s1
• InChI Key: XVVKSDYJVOKNQB-YUSBRPJASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₇N₇O₁₄
• Molecular Weight: 859.90 g/mol
• Exact Mass: 859.39634952 g/mol
• Topological Polar Surface Area (TPSA): 373.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -2.36
• H-Bond Acceptor: 14
• H-Bond Donor: 12
• Rotatable Bonds: 27

Synonyms

• (2R)-2-[[(2R)-3-[(2R,3S)-2-[[(2S,3R)-4-amino-2-[[(2R)-4-amino-2-[[(3R)-3-amino-9-methyldecanoyl]amino]-4-oxobutanoyl]amino]-3-hydroxy-4-oxobutanoyl]amino]-3-hydroxy-3-phenylpropanoyl]oxy-2-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid
• (2R)-2-(((2R)-3-(((2R,3S)-2-(((2S,3R)-2-(((2R)-2-(((3R)-3-amino-1-hydroxy-9-methyldecylidene)amino)-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene)amino)-1,3-dihydroxy-3-(C-hydroxycarbonimidoyl)propylidene)amino)-3-hydroxy-3-phenylpropanoyl)oxy)-1,2-dihydroxypropylidene)amino)-3-(4-hydroxyphenyl)propanoate
• (2R)-2-(((2R)-3-((2R,3S)-2-(((2S,3R)-4-amino-2-(((2R)-4-amino-2-(((3R)-3-amino-9-methyldecanoyl)amino)-4-oxobutanoyl)amino)-3-hydroxy-4-oxobutanoyl)amino)-3-hydroxy-3-phenylpropanoyl)oxy-2-hydroxypropanoyl)amino)-3-(4-hydroxyphenyl)propanoic acid
• (2R)-2-{[(2R)-3-{[(2R,3S)-2-{[(2S,3R)-2-{[(2R)-2-{[(3R)-3-amino-1-hydroxy-9-methyldecylidene]amino}-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-1,3-dihydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-3-hydroxy-3-phenylpropanoyl]oxy}-1,2-dihydroxypropylidene]amino}-3-(4-hydroxyphenyl)propanoate
• RefChem:130281
• CHEBI:209623

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8404	84.04%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7395	73.95%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.8385	83.85%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8609	86.09%
P-glycoprotein inhibitior	+	0.7354	73.54%
P-glycoprotein substrate	+	0.7948	79.48%
CYP3A4 substrate	+	0.7001	70.01%
CYP2C9 substrate	-	0.5961	59.61%
CYP2D6 substrate	-	0.7892	78.92%
CYP3A4 inhibition	-	0.7453	74.53%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.7730	77.30%
CYP2D6 inhibition	-	0.8532	85.32%
CYP1A2 inhibition	-	0.8784	87.84%
CYP2C8 inhibition	+	0.6995	69.95%
CYP inhibitory promiscuity	-	0.8383	83.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6789	67.89%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.8181	81.81%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6621	66.21%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8508	85.08%
Acute Oral Toxicity (c)	III	0.7514	75.14%
Estrogen receptor binding	+	0.8015	80.15%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.5481	54.81%
Glucocorticoid receptor binding	+	0.5406	54.06%
Aromatase binding	+	0.5707	57.07%
PPAR gamma	+	0.7455	74.55%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	99.23%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.37%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.78%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.16%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.04%	97.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.50%	96.95%
CHEMBL2514	O95665	Neurotensin receptor 2	94.08%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.21%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.19%	95.50%
CHEMBL301	P24941	Cyclin-dependent kinase 2	93.01%	91.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.62%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.31%	94.45%
CHEMBL2535	P11166	Glucose transporter	91.35%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	91.15%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.65%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.64%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.69%	93.56%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	88.45%	100.00%
CHEMBL3891	P07384	Calpain 1	88.06%	93.04%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	87.95%	97.53%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.91%	99.15%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.59%	93.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.29%	91.81%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.51%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.01%	86.33%
CHEMBL3837	P07711	Cathepsin L	85.83%	96.61%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.51%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.93%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.38%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	83.23%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.08%	90.71%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.18%	94.23%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.07%	92.29%
CHEMBL3761	Q9HCG7	Beta-glucosidase	81.92%	99.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.44%	89.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102129780
• LOTUS: LTS0213077
• wikiData: Q77491101