callipeltin B

Details

• Internal ID: 188325e6-bf00-4dee-a8eb-6bbfcd0a2d84
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S,3S,4R)-N-[(3S,6R,9S,12S,15R,18R,21R,22R)-9-(3-amino-3-oxopropyl)-15-[3-(diaminomethylideneamino)propyl]-18-[(1R)-1-hydroxyethyl]-6-[(R)-(4-hydroxyphenyl)-methoxymethyl]-3,4,10,22-tetramethyl-12-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1-oxa-4,7,10,13,16,19-hexazacyclodocos-21-yl]-3,4-dimethyl-5-oxopyrrolidine-2-carboxamide
• SMILES (Canonical): CC1C(C(=O)NC1C(=O)NC2C(OC(=O)C(N(C(=O)C(NC(=O)C(N(C(=O)C(NC(=O)C(NC(=O)C(NC2=O)C(C)O)CCCN=C(N)N)CC(C)C)C)CCC(=O)N)C(C3=CC=C(C=C3)O)OC)C)C)C)C
• SMILES (Isomeric): C[C@H]1[C@H](C(=O)N[C@@H]1C(=O)N[C@@H]2[C@H](OC(=O)[C@@H](N(C(=O)[C@H](NC(=O)[C@@H](N(C(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC2=O)[C@@H](C)O)CCCN=C(N)N)CC(C)C)C)CCC(=O)N)[C@@H](C3=CC=C(C=C3)O)OC)C)C)C)C
• InChI: InChI=1S/C47H74N12O14/c1-21(2)20-30-44(69)59(9)31(17-18-32(48)62)40(65)57-36(37(72-10)27-13-15-28(61)16-14-27)45(70)58(8)24(5)46(71)73-26(7)35(56-41(66)33-22(3)23(4)38(63)54-33)43(68)55-34(25(6)60)42(67)52-29(39(64)53-30)12-11-19-51-47(49)50/h13-16,21-26,29-31,33-37,60-61H,11-12,17-20H2,1-10H3,(H2,48,62)(H,52,67)(H,53,64)(H,54,63)(H,55,68)(H,56,66)(H,57,65)(H4,49,50,51)/t22-,23+,24-,25+,26+,29+,30-,31-,33-,34+,35+,36+,37+/m0/s1
• InChI Key: LDVDYMWYVBJGBO-HNNCHNCWSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄N₁₂O₁₄
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.54474508 g/mol
• Topological Polar Surface Area (TPSA): 399.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -3.36
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

• CHEMBL429208
• (2S,3S,4R)-N-[(3S,6R,9S,12S,15R,18R,21R,22R)-9-(3-Amino-3-oxopropyl)-15-[3-(diaminomethylideneamino)propyl]-18-[(1R)-1-hydroxyethyl]-6-[(R)-(4-hydroxyphenyl)-methoxymethyl]-3,4,10,22-tetramethyl-12-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1-oxa-4,7,10,13,16,19-hexazacyclodocos-21-yl]-3,4-dimethyl-5-oxopyrrolidine-2-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6584	65.84%
Caco-2	-	0.8666	86.66%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4594	45.94%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.7978	79.78%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9013	90.13%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8788	87.88%
CYP3A4 substrate	+	0.7299	72.99%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.7455	74.55%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.7938	79.38%
CYP2D6 inhibition	-	0.8833	88.33%
CYP1A2 inhibition	-	0.8635	86.35%
CYP2C8 inhibition	+	0.7490	74.90%
CYP inhibitory promiscuity	-	0.9596	95.96%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6312	63.12%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3831	38.31%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5734	57.34%
skin sensitisation	-	0.8341	83.41%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6107	61.07%
Acute Oral Toxicity (c)	III	0.4719	47.19%
Estrogen receptor binding	+	0.7990	79.90%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.6015	60.15%
Glucocorticoid receptor binding	+	0.6299	62.99%
Aromatase binding	+	0.6702	67.02%
PPAR gamma	+	0.8036	80.36%
Honey bee toxicity	-	0.6920	69.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6795	67.95%

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	99.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.58%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.69%	83.82%
CHEMBL255	P29275	Adenosine A2b receptor	95.33%	98.59%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.95%	85.14%
CHEMBL4072	P07858	Cathepsin B	94.47%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.40%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.60%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.63%	94.45%
CHEMBL4208	P20618	Proteasome component C5	91.18%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.16%	90.71%
CHEMBL1949	P62937	Cyclophilin A	89.02%	98.57%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.46%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.18%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.11%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.70%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.76%	90.08%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.09%	85.00%
CHEMBL256	P0DMS8	Adenosine A3 receptor	83.83%	95.93%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.57%	83.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.91%	96.90%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.33%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.85%	94.73%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.55%	88.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15941014
• LOTUS: LTS0142183
• wikiData: Q105150390