2-[[(10S,16S,21S,24S,27S,28R)-21-butan-2-yl-16-[3-(diaminomethylideneamino)propyl]-24-(2-methylpropyl)-12,15,17,20,23,26-hexaoxo-27-[[2-oxo-2-[(2S)-5-oxopyrrolidin-2-yl]acetyl]amino]-28-propan-2-yl-3,5,7,11,14,19,22,25-octazapentacyclo[16.13.2.12,29.15,8.04,32]pentatriaconta-1,4(32),6,8(35),29(34),30-hexaene-10-carbonyl]amino]butanedioic acid

Details

• Internal ID: 2306c03b-b3ed-4f56-8d3a-8d311ef9e750
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[[(10S,16S,21S,24S,27S,28R)-21-butan-2-yl-16-[3-(diaminomethylideneamino)propyl]-24-(2-methylpropyl)-12,15,17,20,23,26-hexaoxo-27-[[2-oxo-2-[(2S)-5-oxopyrrolidin-2-yl]acetyl]amino]-28-propan-2-yl-3,5,7,11,14,19,22,25-octazapentacyclo[16.13.2.12,29.15,8.04,32]pentatriaconta-1,4(32),6,8(35),29(34),30-hexaene-10-carbonyl]amino]butanedioic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC2CC3=C(NC4=C3C=CC(=C4)C(C(C(=O)NC(C(=O)N1)CC(C)C)NC(=O)C(=O)C5CCC(=O)N5)C(C)C)N6C=C(CC(NC(=O)CNC(=O)C(C2=O)CCCN=C(N)N)C(=O)NC(CC(=O)O)C(=O)O)N=C6
• SMILES (Isomeric): CCC(C)[C@H]1C(=O)NC2CC3=C(NC4=C3C=CC(=C4)[C@H]([C@@H](C(=O)N[C@H](C(=O)N1)CC(C)C)NC(=O)C(=O)[C@@H]5CCC(=O)N5)C(C)C)N6C=C(C[C@H](NC(=O)CNC(=O)[C@H](C2=O)CCCN=C(N)N)C(=O)NC(CC(=O)O)C(=O)O)N=C6
• InChI: InChI=1S/C53H72N14O14/c1-7-25(6)41-49(77)62-33-18-30-28-11-10-26(40(24(4)5)42(50(78)63-34(15-23(2)3)48(76)65-41)66-51(79)44(73)31-12-13-37(68)59-31)16-32(28)61-45(30)67-21-27(58-22-67)17-35(47(75)64-36(52(80)81)19-39(70)71)60-38(69)20-57-46(74)29(43(33)72)9-8-14-56-53(54)55/h10-11,16,21-25,29,31,33-36,40-42,61H,7-9,12-15,17-20H2,1-6H3,(H,57,74)(H,59,68)(H,60,69)(H,62,77)(H,63,78)(H,64,75)(H,65,76)(H,66,79)(H,70,71)(H,80,81)(H4,54,55,56)/t25?,29-,31-,33?,34-,35-,36?,40+,41-,42-/m0/s1
• InChI Key: DFIRDCQAIVHSCG-KPATUKEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₂N₁₄O₁₄
• Molecular Weight: 1129.20 g/mol
• Exact Mass: 1128.53524303 g/mol
• Topological Polar Surface Area (TPSA): 440.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -2.03
• H-Bond Acceptor: 15
• H-Bond Donor: 13
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8965	89.65%
Caco-2	-	0.8625	86.25%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3094	30.94%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8037	80.37%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9674	96.74%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.8746	87.46%
CYP3A4 substrate	+	0.7478	74.78%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.8739	87.39%
CYP2C19 inhibition	-	0.8132	81.32%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.8199	81.99%
CYP2C8 inhibition	+	0.8515	85.15%
CYP inhibitory promiscuity	-	0.9500	95.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5852	58.52%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.7674	76.74%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3820	38.20%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5456	54.56%
Estrogen receptor binding	+	0.7402	74.02%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.6446	64.46%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	+	0.7193	71.93%
PPAR gamma	+	0.7744	77.44%
Honey bee toxicity	-	0.6574	65.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.6702	67.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.98%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.31%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	96.89%	94.75%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	96.17%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.91%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.79%	99.17%
CHEMBL2535	P11166	Glucose transporter	95.38%	98.75%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	95.33%	88.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.92%	90.08%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	94.43%	94.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.96%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.77%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.33%	93.99%
CHEMBL255	P29275	Adenosine A2b receptor	92.32%	98.59%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.09%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.89%	97.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.83%	88.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.43%	96.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.35%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.55%	93.10%
CHEMBL1781	P11387	DNA topoisomerase I	88.17%	97.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.80%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.58%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.55%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.47%	96.47%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	84.38%	99.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL2443	P49862	Kallikrein 7	83.09%	94.00%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.75%	90.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.72%	97.50%
CHEMBL1628481	P35414	Apelin receptor	81.50%	97.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.28%	90.24%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	81.24%	85.83%
CHEMBL3776	Q14790	Caspase-8	80.62%	97.06%

Plants that contains it

• Celosia argentea
• Senna siamea

Cross-Links

• PubChem: 101236343
• LOTUS: LTS0092765
• wikiData: Q105324196