(5R,8S,11R,12S,15S,18S,19S,22R)-15-[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-8-propan-2-yl-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

Details

• Internal ID: f3421460-1425-4376-ae9c-0d9a704fff7b
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-15-[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-8-propan-2-yl-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)C(C)C)C(=O)O)C)CCCN=C(N)N)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)C(C)C)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
• InChI: InChI=1S/C48H72N10O12/c1-25(2)38-45(65)57-39(47(68)69)29(6)41(61)54-34(17-14-22-51-48(49)50)44(64)53-33(19-18-26(3)23-27(4)36(70-10)24-32-15-12-11-13-16-32)28(5)40(60)55-35(46(66)67)20-21-37(59)58(9)31(8)43(63)52-30(7)42(62)56-38/h11-13,15-16,18-19,23,25,27-30,33-36,38-39H,8,14,17,20-22,24H2,1-7,9-10H3,(H,52,63)(H,53,64)(H,54,61)(H,55,60)(H,56,62)(H,57,65)(H,66,67)(H,68,69)(H4,49,50,51)/b19-18+,26-23+/t27-,28-,29-,30+,33-,34-,35+,36-,38-,39+/m0/s1
• InChI Key: ZIPMGCZUAQPWCC-JKJOTVENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₂N₁₀O₁₂
• Molecular Weight: 981.10 g/mol
• Exact Mass: 980.53311777 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6149	61.49%
Caco-2	-	0.8639	86.39%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6542	65.42%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8201	82.01%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9047	90.47%
P-glycoprotein inhibitior	+	0.7451	74.51%
P-glycoprotein substrate	+	0.8605	86.05%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	+	0.5767	57.67%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8475	84.75%
CYP2C9 inhibition	-	0.7404	74.04%
CYP2C19 inhibition	-	0.7224	72.24%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.7554	75.54%
CYP2C8 inhibition	+	0.7743	77.43%
CYP inhibitory promiscuity	-	0.9389	93.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6139	61.39%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7759	77.59%
Acute Oral Toxicity (c)	I	0.7518	75.18%
Estrogen receptor binding	+	0.7617	76.17%
Androgen receptor binding	+	0.7312	73.12%
Thyroid receptor binding	+	0.6516	65.16%
Glucocorticoid receptor binding	+	0.6822	68.22%
Aromatase binding	+	0.6507	65.07%
PPAR gamma	+	0.7887	78.87%
Honey bee toxicity	-	0.6854	68.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7561	75.61%

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	99.96%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.58%	96.09%
CHEMBL4072	P07858	Cathepsin B	97.79%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.32%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.34%	91.11%
CHEMBL3837	P07711	Cathepsin L	94.43%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.17%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.67%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.96%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.46%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.88%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.89%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.28%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.68%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.44%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.75%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.41%	93.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.38%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.09%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	82.89%	90.20%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.60%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	80.23%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15160482
• LOTUS: LTS0057088
• wikiData: Q104246587