cyclo[Ala-Phe-Pro-Gly-Leu-His-Phe]

Details

• Internal ID: 04d81505-cedb-4b5b-8c36-36b2506a9020
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,21S)-3,9-dibenzyl-12-(1H-imidazol-5-ylmethyl)-6-methyl-15-(2-methylpropyl)-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• SMILES (Canonical): CC1C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC3=CC=CC=C3)CC4=CN=CN4)CC(C)C)CC5=CC=CC=C5
• SMILES (Isomeric): C[C@H]1C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC3=CC=CC=C3)CC4=CN=CN4)CC(C)C)CC5=CC=CC=C5
• InChI: InChI=1S/C40H51N9O7/c1-24(2)17-29-37(53)47-31(20-28-21-41-23-43-28)38(54)46-30(18-26-11-6-4-7-12-26)36(52)44-25(3)35(51)48-32(19-27-13-8-5-9-14-27)40(56)49-16-10-15-33(49)39(55)42-22-34(50)45-29/h4-9,11-14,21,23-25,29-33H,10,15-20,22H2,1-3H3,(H,41,43)(H,42,55)(H,44,52)(H,45,50)(H,46,54)(H,47,53)(H,48,51)/t25-,29-,30-,31-,32-,33-/m0/s1
• InChI Key: XROZPEWVOVZNTE-YXKTVTGNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₁N₉O₇
• Molecular Weight: 769.90 g/mol
• Exact Mass: 769.39114500 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

• RefChem:931570
• (3S,6S,9S,12S,15S,21S)-3,9-dibenzyl-12-(1H-imidazol-5-ylmethyl)-6-methyl-15-(2-methylpropyl)-1,4,7,10,13,16,19-heptazabicyclo(19.3.0)tetracosane-2,5,8,11,14,17,20-heptone
• 164991-90-6
• Cyclo(AFPGLHF)
• SCHEMBL149059
• CHEMBL378323
• orb2663515
• EX-A13013
• HY-N13127

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8887	88.87%
Caco-2	-	0.8749	87.49%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4746	47.46%
OATP2B1 inhibitior	+	0.5585	55.85%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	+	0.9380	93.80%
P-glycoprotein inhibitior	+	0.8012	80.12%
P-glycoprotein substrate	+	0.8699	86.99%
CYP3A4 substrate	+	0.6588	65.88%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.8982	89.82%
CYP2C9 inhibition	-	0.5631	56.31%
CYP2C19 inhibition	-	0.6492	64.92%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	-	0.9120	91.20%
CYP2C8 inhibition	+	0.6459	64.59%
CYP inhibitory promiscuity	-	0.7866	78.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6509	65.09%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9265	92.65%
Skin irritation	-	0.7980	79.80%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8423	84.23%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5123	51.23%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6024	60.24%
Acute Oral Toxicity (c)	III	0.6701	67.01%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.5772	57.72%
Thyroid receptor binding	+	0.6178	61.78%
Glucocorticoid receptor binding	+	0.6439	64.39%
Aromatase binding	+	0.5794	57.94%
PPAR gamma	+	0.7630	76.30%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7829	78.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.65%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.96%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.40%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	96.11%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.57%	90.08%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.20%	96.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.17%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.72%	93.03%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	90.64%	91.43%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.20%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.53%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.44%	93.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.14%	97.33%
CHEMBL1902	P62942	FK506-binding protein 1A	87.94%	97.05%
CHEMBL4447	Q9Y337	Kallikrein 5	86.89%	87.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.89%	86.33%
CHEMBL3202	P48147	Prolyl endopeptidase	86.01%	90.65%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.59%	99.18%
CHEMBL1951	P21397	Monoamine oxidase A	84.14%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	83.38%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.60%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.11%	91.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.65%	94.45%

Plants that contains it

• Gypsophila vaccaria

Cross-Links

• PubChem: 10327838
• NPASS: NPC268705