(2R,3S)-2-[[(3S,6R,9S,12S,15S)-3-benzyl-6-[2-(2-formamidophenyl)-2-oxoethyl]-7-methyl-9-(2-methylpropyl)-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-methylpentanoic acid

Details

• Internal ID: 8d15073f-e6c2-40a5-9bb0-afab3d8776e9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2R,3S)-2-[[(3S,6R,9S,12S,15S)-3-benzyl-6-[2-(2-formamidophenyl)-2-oxoethyl]-7-methyl-9-(2-methylpropyl)-2,5,8,11,14-pentaoxo-12-propan-2-yl-1,4,7,10,13-pentazacyclononadec-15-yl]carbamoylamino]-3-methylpentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)O)NC(=O)NC1CCCCNC(=O)C(NC(=O)C(N(C(=O)C(NC(=O)C(NC1=O)C(C)C)CC(C)C)C)CC(=O)C2=CC=CC=C2NC=O)CC3=CC=CC=C3
• SMILES (Isomeric): CC[C@H](C)[C@H](C(=O)O)NC(=O)N[C@H]1CCCCNC(=O)[C@@H](NC(=O)[C@H](N(C(=O)[C@@H](NC(=O)[C@@H](NC1=O)C(C)C)CC(C)C)C)CC(=O)C2=CC=CC=C2NC=O)CC3=CC=CC=C3
• InChI: InChI=1S/C45H64N8O10/c1-8-28(6)38(44(61)62)52-45(63)50-32-20-14-15-21-46-39(56)33(23-29-16-10-9-11-17-29)48-41(58)35(24-36(55)30-18-12-13-19-31(30)47-25-54)53(7)43(60)34(22-26(2)3)49-42(59)37(27(4)5)51-40(32)57/h9-13,16-19,25-28,32-35,37-38H,8,14-15,20-24H2,1-7H3,(H,46,56)(H,47,54)(H,48,58)(H,49,59)(H,51,57)(H,61,62)(H2,50,52,63)/t28-,32-,33-,34-,35+,37-,38+/m0/s1
• InChI Key: HQMATMGVGJKSPD-FFBWGDKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₄N₈O₁₀
• Molecular Weight: 877.00 g/mol
• Exact Mass: 876.47454027 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7650	76.50%
Caco-2	-	0.8720	87.20%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7003	70.03%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.8214	82.14%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9420	94.20%
P-glycoprotein inhibitior	+	0.7633	76.33%
P-glycoprotein substrate	+	0.8363	83.63%
CYP3A4 substrate	+	0.7016	70.16%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	+	0.5082	50.82%
CYP2C9 inhibition	-	0.7479	74.79%
CYP2C19 inhibition	-	0.7293	72.93%
CYP2D6 inhibition	-	0.9068	90.68%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	+	0.6991	69.91%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6544	65.44%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4383	43.83%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.8870	88.70%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6290	62.90%
Acute Oral Toxicity (c)	III	0.6610	66.10%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	+	0.6763	67.63%
Thyroid receptor binding	+	0.6022	60.22%
Glucocorticoid receptor binding	+	0.6253	62.53%
Aromatase binding	+	0.6191	61.91%
PPAR gamma	+	0.7991	79.91%
Honey bee toxicity	-	0.7574	75.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9695	96.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.99%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.57%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	97.38%	93.00%
CHEMBL4040	P28482	MAP kinase ERK2	97.32%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	93.32%	95.93%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	92.76%	88.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL268	P43235	Cathepsin K	91.54%	96.85%
CHEMBL4072	P07858	Cathepsin B	90.60%	93.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.58%	93.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.65%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.81%	90.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.60%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.57%	97.09%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.47%	95.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.34%	93.03%
CHEMBL3202	P48147	Prolyl endopeptidase	87.16%	90.65%
CHEMBL1949	P62937	Cyclophilin A	86.62%	98.57%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.91%	89.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.58%	94.45%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	85.43%	85.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.43%	97.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.37%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.22%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.90%	88.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.31%	89.34%
CHEMBL4208	P20618	Proteasome component C5	82.49%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.20%	99.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.43%	89.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.41%	90.71%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.37%	92.67%
CHEMBL2535	P11166	Glucose transporter	81.21%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73946191
• LOTUS: LTS0245711
• wikiData: Q104203247