(5R,8S,11R,15S,18S,19S,22R)-15-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,19-trimethyl-8-(2-methylbutyl)-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

Details

• Internal ID: 71e86782-b02d-46b4-ad63-ec07ca79e9f8
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-15-[(4-hydroxyphenyl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,19-trimethyl-8-(2-methylbutyl)-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CCC(C)CC1C(=O)NC(CC(=O)NC(C(=O)NC(C(C(=O)NC(CCC(=O)N(C(=C)C(=O)NC(C(=O)N1)C)C)C(=O)O)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C)CC3=CC=C(C=C3)O)C(=O)O
• SMILES (Isomeric): CCC(C)C[C@H]1C(=O)N[C@H](CC(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N(C(=C)C(=O)N[C@@H](C(=O)N1)C)C)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C)CC3=CC=C(C=C3)O)C(=O)O
• InChI: InChI=1S/C52H71N7O13/c1-10-29(2)25-40-49(66)58-42(52(70)71)28-44(61)54-41(26-36-17-19-37(60)20-18-36)50(67)55-38(21-16-30(3)24-31(4)43(72-9)27-35-14-12-11-13-15-35)32(5)46(63)56-39(51(68)69)22-23-45(62)59(8)34(7)48(65)53-33(6)47(64)57-40/h11-21,24,29,31-33,38-43,60H,7,10,22-23,25-28H2,1-6,8-9H3,(H,53,65)(H,54,61)(H,55,67)(H,56,63)(H,57,64)(H,58,66)(H,68,69)(H,70,71)/b21-16+,30-24+/t29?,31-,32-,33+,38-,39+,40-,41-,42+,43-/m0/s1
• InChI Key: WLBVWRVOGXOSNA-UHNKUMINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₁N₇O₁₃
• Molecular Weight: 1002.20 g/mol
• Exact Mass: 1001.51098534 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7173	71.73%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6954	69.54%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.8063	80.63%
OATP1B3 inhibitior	+	0.8977	89.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8789	87.89%
BSEP inhibitior	+	0.9421	94.21%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.8585	85.85%
CYP3A4 substrate	+	0.7387	73.87%
CYP2C9 substrate	+	0.5742	57.42%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	+	0.7993	79.93%
CYP2C9 inhibition	-	0.6733	67.33%
CYP2C19 inhibition	-	0.6537	65.37%
CYP2D6 inhibition	-	0.8611	86.11%
CYP1A2 inhibition	-	0.8033	80.33%
CYP2C8 inhibition	+	0.7965	79.65%
CYP inhibitory promiscuity	-	0.5959	59.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5942	59.42%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7733	77.33%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7172	71.72%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5486	54.86%
skin sensitisation	-	0.8692	86.92%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7903	79.03%
Acute Oral Toxicity (c)	III	0.5986	59.86%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	+	0.7834	78.34%
Thyroid receptor binding	+	0.6097	60.97%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.5929	59.29%
PPAR gamma	+	0.8038	80.38%
Honey bee toxicity	-	0.6707	67.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9857	98.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.93%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.47%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.63%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	98.10%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.99%	95.56%
CHEMBL4072	P07858	Cathepsin B	95.25%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.11%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.38%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.35%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.42%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.68%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.02%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.74%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.55%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.03%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	89.47%	94.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.16%	97.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.90%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.58%	85.14%
CHEMBL3837	P07711	Cathepsin L	85.81%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.14%	97.14%
CHEMBL1255126	O15151	Protein Mdm4	84.39%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.16%	90.71%
CHEMBL2535	P11166	Glucose transporter	83.00%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.73%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.15%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.67%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.40%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185015
• LOTUS: LTS0275966
• wikiData: Q104246612