(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-carboxylic acid

Details

• Internal ID: 1fb2179b-63df-4de2-bc75-0486ca521fe3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (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-carboxylic 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)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)O)N=C6
• InChI: InChI=1S/C49H67N13O11/c1-7-24(6)38-45(69)58-32-18-29-27-11-10-25(37(23(4)5)39(46(70)59-33(15-22(2)3)44(68)60-38)61-47(71)41(66)30-12-13-35(63)55-30)16-31(27)57-42(29)62-20-26(54-21-62)17-34(48(72)73)56-36(64)19-53-43(67)28(40(32)65)9-8-14-52-49(50)51/h10-11,16,20-24,28,30,32-34,37-39,57H,7-9,12-15,17-19H2,1-6H3,(H,53,67)(H,55,63)(H,56,64)(H,58,69)(H,59,70)(H,60,68)(H,61,71)(H,72,73)(H4,50,51,52)/t24?,28-,30-,32?,33-,34-,37+,38-,39-/m0/s1
• InChI Key: JBAPVMTYHKYWMK-UJVWRCLVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₇N₁₃O₁₁
• Molecular Weight: 1014.10 g/mol
• Exact Mass: 1013.50830000 g/mol
• Topological Polar Surface Area (TPSA): 373.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.99
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 13

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	-	0.8614	86.14%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3094	30.94%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8113	81.13%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9687	96.87%
P-glycoprotein inhibitior	+	0.7500	75.00%
P-glycoprotein substrate	+	0.8812	88.12%
CYP3A4 substrate	+	0.7379	73.79%
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	+	0.8476	84.76%
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	-	0.9010	90.10%
Skin irritation	-	0.7674	76.74%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3775	37.75%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4575	45.75%
Acute Oral Toxicity (c)	III	0.5456	54.56%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	+	0.7394	73.94%
Thyroid receptor binding	+	0.6298	62.98%
Glucocorticoid receptor binding	+	0.5825	58.25%
Aromatase binding	+	0.6996	69.96%
PPAR gamma	+	0.7682	76.82%
Honey bee toxicity	-	0.6903	69.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	99.99%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.54%	94.45%
CHEMBL2535	P11166	Glucose transporter	96.87%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.73%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.36%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.66%	95.89%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	92.72%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.66%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	92.39%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	90.74%	99.09%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	90.60%	88.33%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	89.25%	94.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.84%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.76%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.65%	85.14%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.43%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.82%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.57%	90.08%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.46%	90.24%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.23%	95.56%
CHEMBL1781	P11387	DNA topoisomerase I	85.11%	97.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.09%	93.99%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.06%	91.79%
CHEMBL1628481	P35414	Apelin receptor	85.03%	97.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	84.42%	98.59%
CHEMBL2443	P49862	Kallikrein 7	84.22%	94.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.32%	97.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.36%	97.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	81.76%	85.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.64%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.33%	93.56%
CHEMBL217	P14416	Dopamine D2 receptor	81.02%	95.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.27%	96.47%
CHEMBL4208	P20618	Proteasome component C5	80.27%	90.00%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 101236342
• LOTUS: LTS0166523
• wikiData: Q105124186