(5R,8S,11R,12S,15S,18S,19S,22R)-15-(2-carboxyethyl)-8-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-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: f139d97a-68f7-4bd0-a10c-9b98e815d774
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-15-(2-carboxyethyl)-8-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• SMILES (Canonical): CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CCCN=C(N)N)C(=O)O)C)CCC(=O)O)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
• SMILES (Isomeric): C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CCCN=C(N)N)C(=O)O)C)CCC(=O)O)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• InChI: InChI=1S/C48H70N10O14/c1-25(23-26(2)36(72-8)24-31-13-10-9-11-14-31)16-17-32-27(3)40(62)56-35(46(68)69)18-20-37(59)58(7)30(6)43(65)52-29(5)42(64)55-33(15-12-22-51-48(49)50)45(67)57-39(47(70)71)28(4)41(63)54-34(44(66)53-32)19-21-38(60)61/h9-11,13-14,16-17,23,26-29,32-36,39H,6,12,15,18-22,24H2,1-5,7-8H3,(H,52,65)(H,53,66)(H,54,63)(H,55,64)(H,56,62)(H,57,67)(H,60,61)(H,68,69)(H,70,71)(H4,49,50,51)/b17-16+,25-23+/t26-,27-,28-,29+,32-,33-,34-,35+,36-,39+/m0/s1
• InChI Key: KGCDSBLLONXKBZ-CGABAVKJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₀N₁₀O₁₄
• Molecular Weight: 1011.10 g/mol
• Exact Mass: 1010.50729695 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 16

Synonyms

• DTXSID401335666

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7007	70.07%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6486	64.86%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8203	82.03%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7760	77.60%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.8533	85.33%
CYP3A4 substrate	+	0.7364	73.64%
CYP2C9 substrate	+	0.5767	57.67%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8857	88.57%
CYP2C9 inhibition	-	0.7461	74.61%
CYP2C19 inhibition	-	0.7402	74.02%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	-	0.7541	75.41%
CYP2C8 inhibition	+	0.7685	76.85%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.7617	76.17%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6264	62.64%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8660	86.60%
Acute Oral Toxicity (c)	I	0.6868	68.68%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.7370	73.70%
Thyroid receptor binding	+	0.6508	65.08%
Glucocorticoid receptor binding	+	0.6452	64.52%
Aromatase binding	+	0.6789	67.89%
PPAR gamma	+	0.7932	79.32%
Honey bee toxicity	-	0.6931	69.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6718	67.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.62%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.10%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.04%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.54%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.45%	95.89%
CHEMBL3837	P07711	Cathepsin L	92.24%	96.61%
CHEMBL1255126	O15151	Protein Mdm4	91.69%	90.20%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.91%	97.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.95%	90.71%
CHEMBL4072	P07858	Cathepsin B	89.66%	93.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.59%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.24%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.56%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.13%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.58%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.48%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.12%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.90%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.75%	90.08%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.53%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684958
• LOTUS: LTS0160214
• wikiData: Q104246737