Cycloheptamycin B

Details

• Internal ID: 7e9ad01b-092d-4fc1-bcb3-0fb747b66d22
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-N-[(3S,6S,9R,12R,15R,18S,19R)-9-[(2S)-butan-2-yl]-6-[(1S)-1-hydroxyethyl]-3-[(5-methoxy-1H-indol-3-yl)methyl]-15-[(4-methoxyphenyl)methyl]-4,10,12,19-tetramethyl-2,5,8,11,14,17-hexaoxo-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]-2-formamido-3-methylbutanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)N(C(C(=O)OC(C(C(=O)NC(C(=O)NC(C(=O)N1C)C)CC2=CC=C(C=C2)OC)NC(=O)C(C(C)C)NC=O)C)CC3=CNC4=C3C=C(C=C4)OC)C)C(C)O
• SMILES (Isomeric): CC[C@H](C)[C@@H]1C(=O)N[C@H](C(=O)N([C@H](C(=O)O[C@@H]([C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N1C)C)CC2=CC=C(C=C2)OC)NC(=O)[C@H](C(C)C)NC=O)C)CC3=CNC4=C3C=C(C=C4)OC)C)[C@H](C)O
• InChI: InChI=1S/C47H66N8O12/c1-12-25(4)40-44(61)52-38(27(6)57)46(63)54(8)36(20-30-22-48-34-18-17-32(66-11)21-33(30)34)47(64)67-28(7)39(53-42(59)37(24(2)3)49-23-56)43(60)51-35(19-29-13-15-31(65-10)16-14-29)41(58)50-26(5)45(62)55(40)9/h13-18,21-28,35-40,48,57H,12,19-20H2,1-11H3,(H,49,56)(H,50,58)(H,51,60)(H,52,61)(H,53,59)/t25-,26+,27-,28+,35+,36-,37-,38-,39-,40+/m0/s1
• InChI Key: KPMXCUTYVDCFKQ-RUZCHCODSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₆N₈O₁₂
• Molecular Weight: 935.10 g/mol
• Exact Mass: 934.48001957 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8444	84.44%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Nucleus	0.3075	30.75%
OATP2B1 inhibitior	+	0.5673	56.73%
OATP1B1 inhibitior	+	0.7970	79.70%
OATP1B3 inhibitior	+	0.9176	91.76%
MATE1 inhibitior	-	0.6299	62.99%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9431	94.31%
P-glycoprotein inhibitior	+	0.7644	76.44%
P-glycoprotein substrate	+	0.8686	86.86%
CYP3A4 substrate	+	0.7283	72.83%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.7872	78.72%
CYP3A4 inhibition	+	0.5717	57.17%
CYP2C9 inhibition	-	0.7652	76.52%
CYP2C19 inhibition	-	0.7475	74.75%
CYP2D6 inhibition	-	0.7728	77.28%
CYP1A2 inhibition	-	0.8281	82.81%
CYP2C8 inhibition	+	0.7078	70.78%
CYP inhibitory promiscuity	-	0.5247	52.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.7974	79.74%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6497	64.97%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8926	89.26%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8313	83.13%
Acute Oral Toxicity (c)	III	0.6220	62.20%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.7145	71.45%
Thyroid receptor binding	+	0.6188	61.88%
Glucocorticoid receptor binding	+	0.7143	71.43%
Aromatase binding	+	0.6222	62.22%
PPAR gamma	+	0.7939	79.39%
Honey bee toxicity	-	0.6835	68.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9721	97.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.03%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.99%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.75%	94.45%
CHEMBL4072	P07858	Cathepsin B	96.14%	93.67%
CHEMBL255	P29275	Adenosine A2b receptor	95.78%	98.59%
CHEMBL3837	P07711	Cathepsin L	95.51%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL1949	P62937	Cyclophilin A	93.76%	98.57%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.75%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.34%	96.77%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	91.99%	96.69%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.68%	94.66%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.25%	99.17%
CHEMBL2535	P11166	Glucose transporter	91.12%	98.75%
CHEMBL333	P08253	Matrix metalloproteinase-2	90.30%	96.31%
CHEMBL4073	P09237	Matrix metalloproteinase 7	88.80%	97.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.79%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.24%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.20%	95.71%
CHEMBL4208	P20618	Proteasome component C5	87.06%	90.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.05%	90.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.97%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.47%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.18%	90.24%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	84.44%	81.58%
CHEMBL4393	P39900	Matrix metalloproteinase 12	84.12%	92.22%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.68%	97.14%
CHEMBL325	Q13547	Histone deacetylase 1	83.48%	95.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.40%	96.90%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.33%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.98%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.97%	89.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.31%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682278
• LOTUS: LTS0061140
• wikiData: Q105144284