5-(diaminomethylideneamino)-2-[[(10S,16S,21S,24S,27S,28R)-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]-21,28-di(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]pentanoic acid

Details

• Internal ID: 8cf1e93b-d186-449c-a824-d029282d51b4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 5-(diaminomethylideneamino)-2-[[(10S,16S,21S,24S,27S,28R)-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]-21,28-di(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]pentanoic acid
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC2CC3=C(NC4=C3C=CC(=C4)C(C(C(=O)N1)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(CCCN=C(N)N)C(=O)O)N=C6)C(C)C
• SMILES (Isomeric): CC(C)C[C@H]1C(=O)N[C@H](C(=O)NC2CC3=C(NC4=C3C=CC(=C4)[C@H]([C@@H](C(=O)N1)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(CCCN=C(N)N)C(=O)O)N=C6)C(C)C
• InChI: InChI=1S/C54H77N17O12/c1-24(2)17-36-48(78)69-41(26(5)6)49(79)67-35-20-31-29-12-11-27(40(25(3)4)42(50(80)68-36)70-51(81)44(75)32-13-14-38(72)63-32)18-34(29)65-45(31)71-22-28(62-23-71)19-37(47(77)66-33(52(82)83)10-8-16-60-54(57)58)64-39(73)21-61-46(76)30(43(35)74)9-7-15-59-53(55)56/h11-12,18,22-26,30,32-33,35-37,40-42,65H,7-10,13-17,19-21H2,1-6H3,(H,61,76)(H,63,72)(H,64,73)(H,66,77)(H,67,79)(H,68,80)(H,69,78)(H,70,81)(H,82,83)(H4,55,56,59)(H4,57,58,60)/t30-,32-,33?,35?,36-,37-,40+,41-,42-/m0/s1
• InChI Key: XIRVPWSXAHMNDJ-VWNGUVAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₇₇N₁₇O₁₂
• Molecular Weight: 1156.30 g/mol
• Exact Mass: 1155.59376096 g/mol
• Topological Polar Surface Area (TPSA): 467.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.84
• H-Bond Acceptor: 15
• H-Bond Donor: 14
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8452	84.52%
Caco-2	-	0.8625	86.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Nucleus	0.3284	32.84%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8129	81.29%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9703	97.03%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.8785	87.85%
CYP3A4 substrate	+	0.7486	74.86%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9416	94.16%
CYP2C9 inhibition	-	0.8841	88.41%
CYP2C19 inhibition	-	0.8287	82.87%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.8399	83.99%
CYP2C8 inhibition	+	0.8425	84.25%
CYP inhibitory promiscuity	-	0.9509	95.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6663	66.63%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8460	84.60%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.5420	54.20%
Estrogen receptor binding	+	0.7329	73.29%
Androgen receptor binding	+	0.7467	74.67%
Thyroid receptor binding	+	0.6752	67.52%
Glucocorticoid receptor binding	+	0.6607	66.07%
Aromatase binding	+	0.7306	73.06%
PPAR gamma	+	0.7632	76.32%
Honey bee toxicity	-	0.6796	67.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.4049	40.49%

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	100.00%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.75%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.32%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.85%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.65%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.40%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.67%	93.10%
CHEMBL2535	P11166	Glucose transporter	94.62%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	94.36%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.53%	95.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.35%	88.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.65%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.03%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.29%	85.14%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	90.08%	90.24%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	89.89%	97.23%
CHEMBL255	P29275	Adenosine A2b receptor	88.94%	98.59%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	88.22%	88.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.11%	96.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	88.07%	94.36%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	87.92%	82.86%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.45%	97.64%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	87.31%	91.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.58%	93.99%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.86%	96.47%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	85.43%	99.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.01%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.73%	100.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.65%	83.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.56%	85.83%
CHEMBL4644	P41968	Melanocortin receptor 3	82.43%	99.52%
CHEMBL1781	P11387	DNA topoisomerase I	82.41%	97.00%
CHEMBL5747	Q92793	CREB-binding protein	82.13%	95.12%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.46%	93.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.46%	98.33%
CHEMBL259	P32245	Melanocortin receptor 4	80.92%	95.38%
CHEMBL3384	Q16512	Protein kinase N1	80.74%	80.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.07%	97.50%

Plants that contains it

• Celosia argentea

Cross-Links

• PubChem: 101236341
• LOTUS: LTS0009953
• wikiData: Q105328708