cyclo[Ala-Ala-Ile-Leu-Gly-Gly-Trp-Leu]

Details

• Internal ID: 63f4a77e-75ff-451a-9e7b-fe318f2b8624
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,15S,18S)-6-[(2S)-butan-2-yl]-18-(1H-indol-3-ylmethyl)-9,12-dimethyl-3,15-bis(2-methylpropyl)-1,4,7,10,13,16,19,22-octazacyclotetracosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NCC(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C)C)CC(C)C)CC2=CNC3=CC=CC=C32)CC(C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C)C)CC(C)C)CC2=CNC3=CC=CC=C32)CC(C)C
• InChI: InChI=1S/C39H59N9O8/c1-9-22(6)33-39(56)47-28(14-20(2)3)36(53)42-18-31(49)41-19-32(50)45-30(16-25-17-40-27-13-11-10-12-26(25)27)38(55)46-29(15-21(4)5)37(54)44-23(7)34(51)43-24(8)35(52)48-33/h10-13,17,20-24,28-30,33,40H,9,14-16,18-19H2,1-8H3,(H,41,49)(H,42,53)(H,43,51)(H,44,54)(H,45,50)(H,46,55)(H,47,56)(H,48,52)/t22-,23-,24-,28-,29-,30-,33-/m0/s1
• InChI Key: SNXKTTDUVNKRRP-YMUJPYNRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₉N₉O₈
• Molecular Weight: 781.90 g/mol
• Exact Mass: 781.44865987 g/mol
• Topological Polar Surface Area (TPSA): 249.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 8
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.8675	86.75%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5724	57.24%
OATP2B1 inhibitior	+	0.5669	56.69%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.7668	76.68%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9549	95.49%
P-glycoprotein inhibitior	+	0.7817	78.17%
P-glycoprotein substrate	+	0.8379	83.79%
CYP3A4 substrate	+	0.6599	65.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8112	81.12%
CYP3A4 inhibition	-	0.9118	91.18%
CYP2C9 inhibition	-	0.8049	80.49%
CYP2C19 inhibition	-	0.7050	70.50%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.7744	77.44%
CYP2C8 inhibition	+	0.4621	46.21%
CYP inhibitory promiscuity	-	0.8650	86.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6585	65.85%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9175	91.75%
Skin irritation	-	0.7877	78.77%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7961	79.61%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4760	47.60%
Acute Oral Toxicity (c)	III	0.6092	60.92%
Estrogen receptor binding	+	0.7825	78.25%
Androgen receptor binding	+	0.6994	69.94%
Thyroid receptor binding	+	0.5882	58.82%
Glucocorticoid receptor binding	+	0.6210	62.10%
Aromatase binding	+	0.6667	66.67%
PPAR gamma	+	0.7513	75.13%
Honey bee toxicity	-	0.7560	75.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8407	84.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.03%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	97.69%	94.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.54%	88.56%
CHEMBL333	P08253	Matrix metalloproteinase-2	95.23%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.71%	90.08%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.65%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.29%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	92.82%	98.59%
CHEMBL4040	P28482	MAP kinase ERK2	92.50%	83.82%
CHEMBL1949	P62937	Cyclophilin A	92.25%	98.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.69%	97.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.22%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.45%	97.09%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	90.39%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	88.87%	97.79%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.19%	83.10%
CHEMBL321	P14780	Matrix metalloproteinase 9	86.55%	92.12%
CHEMBL2535	P11166	Glucose transporter	86.46%	98.75%
CHEMBL228	P31645	Serotonin transporter	86.26%	95.51%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	85.73%	99.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.76%	89.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.70%	96.39%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.17%	96.69%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.14%	92.67%
CHEMBL4071	P08311	Cathepsin G	83.15%	94.64%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.99%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	81.08%	94.73%

Plants that contains it

• Jatropha gossypiifolia

Cross-Links

• PubChem: 10771526
• LOTUS: LTS0154672
• wikiData: Q105256745