Cyanopeptolin 954

Details

• Internal ID: a724f65f-ed98-4d29-a25b-ee0bd6b889af
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-2-acetamido-N-[(2S,5S,8S,11S,12S,15S,18S,21R)-2-benzyl-5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]pentanediamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)O1)C(C)C)CC3=CC(=C(C=C3)O)Cl)C)CC4=CC=CC=C4)O)CC(C)C)NC(=O)C(CCC(=O)N)NC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H](C(=O)N[C@H](C(=O)N[C@H]2CC[C@H](N(C2=O)[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)O1)C(C)C)CC3=CC(=C(C=C3)O)Cl)C)CC4=CC=CC=C4)O)CC(C)C)NC(=O)[C@H](CCC(=O)N)NC(=O)C
• InChI: InChI=1S/C46H63ClN8O12/c1-23(2)19-32-41(61)50-31-15-18-37(59)55(44(31)64)34(21-27-11-9-8-10-12-27)45(65)54(7)33(22-28-13-16-35(57)29(47)20-28)42(62)52-38(24(3)4)46(66)67-25(5)39(43(63)51-32)53-40(60)30(49-26(6)56)14-17-36(48)58/h8-13,16,20,23-25,30-34,37-39,57,59H,14-15,17-19,21-22H2,1-7H3,(H2,48,58)(H,49,56)(H,50,61)(H,51,63)(H,52,62)(H,53,60)/t25-,30-,31-,32-,33-,34-,37+,38-,39-/m0/s1
• InChI Key: JECPFNPTJNKMMN-LDQAUNMKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₃ClN₈O₁₂
• Molecular Weight: 955.50 g/mol
• Exact Mass: 954.4253972 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

• CHEMBL503397
• (2S)-2-acetamido-N-[(2S,5S,8S,11S,12S,15S,18S,21R)-2-benzyl-5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]pentanediamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6382	63.82%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4720	47.20%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8324	83.24%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7890	78.90%
BSEP inhibitior	+	0.8755	87.55%
P-glycoprotein inhibitior	+	0.7519	75.19%
P-glycoprotein substrate	+	0.8807	88.07%
CYP3A4 substrate	+	0.7417	74.17%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.8494	84.94%
CYP3A4 inhibition	-	0.6975	69.75%
CYP2C9 inhibition	-	0.8520	85.20%
CYP2C19 inhibition	-	0.7834	78.34%
CYP2D6 inhibition	-	0.8582	85.82%
CYP1A2 inhibition	-	0.8712	87.12%
CYP2C8 inhibition	+	0.7116	71.16%
CYP inhibitory promiscuity	-	0.9257	92.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5242	52.42%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.7808	78.08%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4059	40.59%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8661	86.61%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7099	70.99%
Acute Oral Toxicity (c)	III	0.6091	60.91%
Estrogen receptor binding	+	0.8260	82.60%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	+	0.6088	60.88%
Glucocorticoid receptor binding	+	0.5521	55.21%
Aromatase binding	+	0.6315	63.15%
PPAR gamma	+	0.8056	80.56%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9466	94.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.28%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.65%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.10%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.26%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.92%	95.56%
CHEMBL3837	P07711	Cathepsin L	93.61%	96.61%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.71%	99.15%
CHEMBL4072	P07858	Cathepsin B	91.75%	93.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.58%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.25%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.14%	97.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.39%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.23%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.16%	93.56%
CHEMBL1949	P62937	Cyclophilin A	88.56%	98.57%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.90%	89.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.65%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.40%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.17%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.11%	91.19%
CHEMBL3729	P22748	Carbonic anhydrase IV	86.15%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.03%	96.47%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.99%	95.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	85.59%	96.31%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.14%	98.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.67%	85.11%
CHEMBL3384	Q16512	Protein kinase N1	83.98%	80.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.93%	95.89%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	82.77%	96.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.72%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.27%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.87%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.38%	90.71%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.32%	89.67%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.09%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.46%	93.03%
CHEMBL259	P32245	Melanocortin receptor 4	80.41%	95.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11700800
• LOTUS: LTS0232055
• wikiData: Q104203233