cyclo[Asn-D-Glu-Phe-Met-Gln-Thr-Gly-Ser-Tyr-Ser-Gly-Pro]

Details

• Internal ID: bd04da19-67c9-481b-b7f1-c019383b1ef5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 3-[(6S,9S,12S,18S,21S,24S,27S,30R,33S,36S)-33-(2-amino-2-oxoethyl)-21-(3-amino-3-oxopropyl)-27-benzyl-18-[(1R)-1-hydroxyethyl]-6,12-bis(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-24-(2-methylsulfanylethyl)-2,5,8,11,14,17,20,23,26,29,32,35-dodecaoxo-1,4,7,10,13,16,19,22,25,28,31,34-dodecazabicyclo[34.3.0]nonatriacontan-30-yl]propanoic acid
• SMILES (Canonical): CC(C1C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCC(=O)N)CCSC)CC3=CC=CC=C3)CCC(=O)O)CC(=O)N)CO)CC4=CC=C(C=C4)O)CO)O
• SMILES (Isomeric): C[C@H]([C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCC(=O)N)CCSC)CC3=CC=CC=C3)CCC(=O)O)CC(=O)N)CO)CC4=CC=C(C=C4)O)CO)O
• InChI: InChI=1S/C56H78N14O20S/c1-28(73)46-56(90)59-24-43(77)61-39(27-72)54(88)66-36(22-30-10-12-31(74)13-11-30)52(86)68-38(26-71)47(81)60-25-44(78)70-19-6-9-40(70)55(89)67-37(23-42(58)76)53(87)63-33(15-17-45(79)80)48(82)65-35(21-29-7-4-3-5-8-29)51(85)64-34(18-20-91-2)49(83)62-32(50(84)69-46)14-16-41(57)75/h3-5,7-8,10-13,28,32-40,46,71-74H,6,9,14-27H2,1-2H3,(H2,57,75)(H2,58,76)(H,59,90)(H,60,81)(H,61,77)(H,62,83)(H,63,87)(H,64,85)(H,65,82)(H,66,88)(H,67,89)(H,68,86)(H,69,84)(H,79,80)/t28-,32+,33-,34+,35+,36+,37+,38+,39+,40+,46+/m1/s1
• InChI Key: PNRDFSRRPWPQQW-USHKVLGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₇₈N₁₄O₂₀S
• Molecular Weight: 1299.40 g/mol
• Exact Mass: 1298.52375211 g/mol
• Topological Polar Surface Area (TPSA): 570.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -8.10
• H-Bond Acceptor: 20
• H-Bond Donor: 18
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7689	76.89%
Caco-2	-	0.8634	86.34%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Lysosomes	0.4419	44.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8465	84.65%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9423	94.23%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.8827	88.27%
CYP3A4 substrate	+	0.7089	70.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.9621	96.21%
CYP2C9 inhibition	-	0.9166	91.66%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	-	0.9392	93.92%
CYP2C8 inhibition	+	0.7776	77.76%
CYP inhibitory promiscuity	-	0.9791	97.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6396	63.96%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6555	65.55%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6715	67.15%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	+	0.6824	68.24%
Androgen receptor binding	+	0.6985	69.85%
Thyroid receptor binding	+	0.5441	54.41%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.6987	69.87%
PPAR gamma	+	0.7190	71.90%
Honey bee toxicity	-	0.7509	75.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8307	83.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.42%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.27%	96.09%
CHEMBL4071	P08311	Cathepsin G	97.75%	94.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.63%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.46%	91.11%
CHEMBL4447	Q9Y337	Kallikrein 5	95.74%	87.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.82%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.45%	95.89%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	93.81%	97.43%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.84%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.16%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.89%	93.00%
CHEMBL4040	P28482	MAP kinase ERK2	91.80%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.65%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.64%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.42%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	85.96%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.94%	99.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.73%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.64%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.48%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.30%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.42%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684883
• LOTUS: LTS0256365
• wikiData: Q105212128