Rel-Neamphamide C

Details

• Internal ID: cd72ff07-2cec-4ba0-8ef2-512e2df25243
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[(3R,6S,9S,12R,15R,18R,19R,22S)-18-[[5-amino-2-[[(2R,3R,4S)-4-[[(2S)-4-amino-2-[[(2R,3R,4R)-3-hydroxy-2,4,6-trimethylheptanoyl]amino]-4-oxobutanoyl]amino]-7-(diaminomethylideneamino)-2,3-dihydroxyheptanoyl]amino]-3,4-dimethyl-5-oxopentanoyl]amino]-12-[3-(diaminomethylideneamino)propyl]-15-[(1S)-1-hydroxyethyl]-3-[(R)-(4-hydroxyphenyl)-methoxymethyl]-7,19-dimethyl-9-(2-methylpropyl)-2,5,8,11,14,17,21-heptaoxo-20-oxa-1,4,7,10,13,16-hexazabicyclo[20.4.0]hexacosan-6-yl]propanoic acid
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N2CCCCC2C(=O)O1)C(C3=CC=C(C=C3)O)OC)CCC(=O)O)C)CC(C)C)CCCN=C(N)N)C(C)O)NC(=O)C(C(C)C(C)C(=O)N)NC(=O)C(C(C(CCCN=C(N)N)NC(=O)C(CC(=O)N)NC(=O)C(C)C(C(C)CC(C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[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)N2CCCC[C@H]2C(=O)O1)[C@@H](C3=CC=C(C=C3)O)OC)CCC(=O)O)C)CC(C)C)CCCN=C(N)N)[C@H](C)O)NC(=O)C(C(C)C(C)C(=O)N)NC(=O)[C@@H]([C@@H]([C@H](CCCN=C(N)N)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C)[C@@H]([C@H](C)CC(C)C)O)O)O
• InChI: InChI=1S/C71H118N18O22/c1-32(2)29-34(5)54(95)37(8)59(99)82-44(31-48(72)92)61(101)80-42(17-15-26-78-70(74)75)55(96)56(97)66(106)84-50(35(6)36(7)58(73)98)63(103)86-52-39(10)111-69(109)47-19-13-14-28-89(47)68(108)53(57(110-12)40-20-22-41(91)23-21-40)87-62(102)46(24-25-49(93)94)88(11)67(107)45(30-33(3)4)83-60(100)43(18-16-27-79-71(76)77)81-64(104)51(38(9)90)85-65(52)105/h20-23,32-39,42-47,50-57,90-91,95-97H,13-19,24-31H2,1-12H3,(H2,72,92)(H2,73,98)(H,80,101)(H,81,104)(H,82,99)(H,83,100)(H,84,106)(H,85,105)(H,86,103)(H,87,102)(H,93,94)(H4,74,75,78)(H4,76,77,79)/t34-,35?,36?,37-,38+,39-,42+,43-,44+,45+,46+,47+,50?,51-,52-,53-,54-,55-,56-,57-/m1/s1
• InChI Key: BAYIUKNWFJLOEO-SZKMIYDASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₁H₁₁₈N₁₈O₂₂
• Molecular Weight: 1575.80 g/mol
• Exact Mass: 1574.86680746 g/mol
• Topological Polar Surface Area (TPSA): 662.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -5.46
• H-Bond Acceptor: 23
• H-Bond Donor: 20
• Rotatable Bonds: 36

Synonyms

• CHEMBL2208228

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7800	78.00%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4287	42.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8060	80.60%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9398	93.98%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8904	89.04%
CYP3A4 substrate	+	0.7586	75.86%
CYP2C9 substrate	-	0.6059	60.59%
CYP2D6 substrate	-	0.8281	82.81%
CYP3A4 inhibition	-	0.9318	93.18%
CYP2C9 inhibition	-	0.8159	81.59%
CYP2C19 inhibition	-	0.8321	83.21%
CYP2D6 inhibition	-	0.8827	88.27%
CYP1A2 inhibition	-	0.8898	88.98%
CYP2C8 inhibition	+	0.8428	84.28%
CYP inhibitory promiscuity	-	0.9900	99.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6140	61.40%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7156	71.56%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5169	51.69%
skin sensitisation	-	0.8467	84.67%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6869	68.69%
Acute Oral Toxicity (c)	III	0.5329	53.29%
Estrogen receptor binding	-	0.5169	51.69%
Androgen receptor binding	+	0.7532	75.32%
Thyroid receptor binding	+	0.7686	76.86%
Glucocorticoid receptor binding	+	0.8306	83.06%
Aromatase binding	+	0.8141	81.41%
PPAR gamma	+	0.7886	78.86%
Honey bee toxicity	-	0.6280	62.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8173	81.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.84%	96.09%
CHEMBL3837	P07711	Cathepsin L	99.42%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	97.12%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.61%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.69%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.59%	97.09%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	94.80%	96.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.73%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.72%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.16%	98.05%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	93.63%	88.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.48%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.74%	93.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.20%	97.64%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.87%	94.66%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.13%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.75%	90.08%
CHEMBL340	P08684	Cytochrome P450 3A4	90.39%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.34%	95.89%
CHEMBL236	P41143	Delta opioid receptor	90.06%	99.35%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	89.95%	97.43%
CHEMBL2514	O95665	Neurotensin receptor 2	89.79%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.74%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.52%	99.15%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.78%	95.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.74%	96.90%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.51%	98.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.14%	91.81%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.08%	93.03%
CHEMBL255	P29275	Adenosine A2b receptor	88.01%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.63%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.34%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.20%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.91%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.70%	97.31%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.28%	96.11%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	85.27%	85.83%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.75%	85.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.87%	96.47%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.62%	94.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.43%	95.93%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	83.33%	98.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.04%	82.38%
CHEMBL2535	P11166	Glucose transporter	82.81%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.76%	95.89%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.62%	96.31%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.20%	92.88%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.76%	95.56%
CHEMBL206	P03372	Estrogen receptor alpha	80.21%	97.64%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.18%	90.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.06%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71452581
• LOTUS: LTS0066797
• wikiData: Q104922550