(5R,8S,11R,12S,15S,18S,19S,22R)-15-benzyl-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: e6d4d8d2-f48e-4d73-9a4c-0edf5c735761
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,12S,15S,18S,19S,22R)-15-benzyl-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)CC2=CC=CC=C2)C=CC(=CC(C)C(CC3=CC=CC=C3)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)CC2=CC=CC=C2)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C51H69N7O12/c1-28(2)42-49(65)57-43(51(68)69)32(6)45(61)55-39(26-35-17-13-11-14-18-35)48(64)53-37(22-21-29(3)25-30(4)40(70-10)27-36-19-15-12-16-20-36)31(5)44(60)54-38(50(66)67)23-24-41(59)58(9)34(8)47(63)52-33(7)46(62)56-42/h11-22,25,28,30-33,37-40,42-43H,8,23-24,26-27H2,1-7,9-10H3,(H,52,63)(H,53,64)(H,54,60)(H,55,61)(H,56,62)(H,57,65)(H,66,67)(H,68,69)/b22-21+,29-25+/t30-,31-,32-,33+,37-,38+,39-,40-,42-,43+/m0/s1
• InChI Key: PBXDBYLJLRGSMP-LKCZJABDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₉N₇O₁₂
• Molecular Weight: 972.10 g/mol
• Exact Mass: 971.50042066 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

• DTXSID301047406

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5822	58.22%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7420	74.20%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.9042	90.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9039	90.39%
BSEP inhibitior	+	0.9368	93.68%
P-glycoprotein inhibitior	+	0.7490	74.90%
P-glycoprotein substrate	+	0.8304	83.04%
CYP3A4 substrate	+	0.7302	73.02%
CYP2C9 substrate	+	0.5710	57.10%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	+	0.7423	74.23%
CYP2C9 inhibition	-	0.7063	70.63%
CYP2C19 inhibition	-	0.6931	69.31%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	-	0.8076	80.76%
CYP2C8 inhibition	+	0.7278	72.78%
CYP inhibitory promiscuity	-	0.6251	62.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7143	71.43%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5441	54.41%
skin sensitisation	-	0.8649	86.49%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8496	84.96%
Acute Oral Toxicity (c)	III	0.5589	55.89%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	+	0.6900	69.00%
Aromatase binding	+	0.5862	58.62%
PPAR gamma	+	0.7894	78.94%
Honey bee toxicity	-	0.6987	69.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9397	93.97%

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	99.95%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.74%	96.09%
CHEMBL4072	P07858	Cathepsin B	96.85%	93.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	96.39%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.89%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.55%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.38%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.12%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.77%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.80%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.72%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.47%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	86.13%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.01%	91.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.77%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.86%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.82%	95.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.64%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.74%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.99%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684697
• LOTUS: LTS0231402
• wikiData: Q104246579