Phepropeptin C

Details

• Internal ID: b25101b8-3480-4b21-90a0-eccbc714078b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3R,6S,9S,12R,15S,18S)-3-benzyl-9-[(2S)-butan-2-yl]-6,12,15-tris(2-methylpropyl)-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)CC(C)C)CC(C)C)CC3=CC=CC=C3)CC(C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)N1)CC(C)C)CC(C)C)CC3=CC=CC=C3)CC(C)C
• InChI: InChI=1S/C38H60N6O6/c1-9-25(8)32-37(49)41-28(19-23(4)5)34(46)42-30(21-26-14-11-10-12-15-26)38(50)44-17-13-16-31(44)36(48)40-27(18-22(2)3)33(45)39-29(20-24(6)7)35(47)43-32/h10-12,14-15,22-25,27-32H,9,13,16-21H2,1-8H3,(H,39,45)(H,40,48)(H,41,49)(H,42,46)(H,43,47)/t25-,27-,28-,29+,30+,31-,32-/m0/s1
• InChI Key: AKQUYKYHJPCGHJ-CMKNBVMOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀N₆O₆
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.45743365 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9380	93.80%
Caco-2	-	0.8407	84.07%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6127	61.27%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9261	92.61%
P-glycoprotein inhibitior	+	0.7840	78.40%
P-glycoprotein substrate	+	0.7680	76.80%
CYP3A4 substrate	+	0.5868	58.68%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.7959	79.59%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	-	0.8292	82.92%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.9316	93.16%
CYP2C8 inhibition	-	0.7572	75.72%
CYP inhibitory promiscuity	-	0.9546	95.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9328	93.28%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6813	68.13%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5351	53.51%
Acute Oral Toxicity (c)	III	0.6802	68.02%
Estrogen receptor binding	+	0.7636	76.36%
Androgen receptor binding	+	0.5427	54.27%
Thyroid receptor binding	+	0.5590	55.90%
Glucocorticoid receptor binding	+	0.6842	68.42%
Aromatase binding	+	0.5950	59.50%
PPAR gamma	+	0.7380	73.80%
Honey bee toxicity	-	0.8692	86.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9300	93.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.64%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	94.41%	92.97%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.76%	96.31%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.25%	82.38%
CHEMBL221	P23219	Cyclooxygenase-1	92.81%	90.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.37%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.91%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.13%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	86.73%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.72%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.39%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.37%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.25%	86.33%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.03%	99.18%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.73%	92.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.78%	93.03%
CHEMBL4616	Q92847	Ghrelin receptor	83.39%	92.00%
CHEMBL3202	P48147	Prolyl endopeptidase	83.09%	90.65%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.52%	97.25%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.37%	90.93%
CHEMBL1978	P11511	Cytochrome P450 19A1	81.92%	91.76%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.84%	95.48%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.35%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11028876
• LOTUS: LTS0114055
• wikiData: Q104913790