MC-HphR

Details

• Internal ID: d7294471-2263-4bf1-b297-54c3e656692b
• 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-(2-phenylethyl)-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)CCC2=CC=CC=C2)C(=O)O)C)CCCN=C(N)N)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)CCC2=CC=CC=C2)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC3=CC=CC=C3)OC)/C
• InChI: InChI=1S/C53H74N10O12/c1-30(28-31(2)42(75-8)29-37-18-13-10-14-19-37)21-23-38-32(3)45(65)61-41(51(71)72)25-26-43(64)63(7)35(6)48(68)57-34(5)47(67)60-40(24-22-36-16-11-9-12-17-36)50(70)62-44(52(73)74)33(4)46(66)59-39(49(69)58-38)20-15-27-56-53(54)55/h9-14,16-19,21,23,28,31-34,38-42,44H,6,15,20,22,24-27,29H2,1-5,7-8H3,(H,57,68)(H,58,69)(H,59,66)(H,60,67)(H,61,65)(H,62,70)(H,71,72)(H,73,74)(H4,54,55,56)/b23-21+,30-28+/t31-,32-,33-,34+,38-,39-,40-,41+,42-,44+/m0/s1
• InChI Key: JBHWKMHTUYRELH-CKWYSMNFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₄N₁₀O₁₂
• Molecular Weight: 1043.20 g/mol
• Exact Mass: 1042.54876783 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

• CHEBI:221182
• DTXSID901335542
• NS00114430
• (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-Carbamimidamidopropyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-8-(2-phenylethyl)-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid
• (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-(2-phenylethyl)-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7216	72.16%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6322	63.22%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8169	81.69%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9022	90.22%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	+	0.8646	86.46%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	+	0.5767	57.67%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.7424	74.24%
CYP2C9 inhibition	-	0.7107	71.07%
CYP2C19 inhibition	-	0.7018	70.18%
CYP2D6 inhibition	-	0.8742	87.42%
CYP1A2 inhibition	-	0.7584	75.84%
CYP2C8 inhibition	+	0.7794	77.94%
CYP inhibitory promiscuity	-	0.8934	89.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5920	59.20%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.7641	76.41%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7343	73.43%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6014	60.14%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8238	82.38%
Acute Oral Toxicity (c)	I	0.6076	60.76%
Estrogen receptor binding	+	0.7407	74.07%
Androgen receptor binding	+	0.7613	76.13%
Thyroid receptor binding	+	0.6776	67.76%
Glucocorticoid receptor binding	+	0.6968	69.68%
Aromatase binding	+	0.6476	64.76%
PPAR gamma	+	0.7928	79.28%
Honey bee toxicity	-	0.6857	68.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8653	86.53%

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	99.89%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.63%	96.09%
CHEMBL4072	P07858	Cathepsin B	97.06%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.99%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.80%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.80%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL3837	P07711	Cathepsin L	94.56%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.03%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.86%	95.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.50%	97.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.32%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.12%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.87%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.82%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.84%	93.00%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	83.47%	95.42%
CHEMBL2535	P11166	Glucose transporter	82.49%	98.75%
CHEMBL233	P35372	Mu opioid receptor	82.43%	97.93%
CHEMBL4644	P41968	Melanocortin receptor 3	81.69%	99.52%
CHEMBL1255126	O15151	Protein Mdm4	81.57%	90.20%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.45%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684779
• LOTUS: LTS0018831
• wikiData: Q105124360