Diapid

Details

• Internal ID: 1a163fd7-ae69-4227-9977-0a19a8c87510
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-N-[6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
• SMILES (Canonical): C1CC(N(C1)C(=O)C2CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)NC(CCCCN)C(=O)NCC(=O)N
• SMILES (Isomeric): C1C[C@H](N(C1)C(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)NC(CCCCN)C(=O)NCC(=O)N
• InChI: InChI=1S/C46H65N13O12S2/c47-17-5-4-9-29(40(65)52-22-38(51)63)54-45(70)35-10-6-18-59(35)46(71)34-24-73-72-23-28(48)39(64)55-31(20-26-11-13-27(60)14-12-26)43(68)56-32(19-25-7-2-1-3-8-25)42(67)53-30(15-16-36(49)61)41(66)57-33(21-37(50)62)44(69)58-34/h1-3,7-8,11-14,28-35,60H,4-6,9-10,15-24,47-48H2,(H2,49,61)(H2,50,62)(H2,51,63)(H,52,65)(H,53,67)(H,54,70)(H,55,64)(H,56,68)(H,57,66)(H,58,69)/t28-,29?,30-,31-,32-,33-,34-,35-/m0/s1
• InChI Key: BJFIDCADFRDPIO-ZCCHBGLBSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₅N₁₃O₁₂S₂
• Molecular Weight: 1056.20 g/mol
• Exact Mass: 1055.43170691 g/mol
• Topological Polar Surface Area (TPSA): 476.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -4.33
• H-Bond Acceptor: 16
• H-Bond Donor: 13
• Rotatable Bonds: 19

Synonyms

• 8-L-Lysine vasopressin
• Pressyn
• 3-(Phenylalanine)-8-lysine oxytocin
• Q60496436
• 6-amino-2-{[(2S)-1-{[(4R,7S,10S,13S,16S,19R)-19-amino-13-benzyl-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}pyrrolidin-2-yl]formamido}-N-(carbamoylmethyl)hexanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5899	58.99%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5294	52.94%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9049	90.49%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	+	0.8672	86.72%
CYP3A4 substrate	+	0.7302	73.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7868	78.68%
CYP3A4 inhibition	-	0.7185	71.85%
CYP2C9 inhibition	-	0.7660	76.60%
CYP2C19 inhibition	-	0.7565	75.65%
CYP2D6 inhibition	-	0.8606	86.06%
CYP1A2 inhibition	-	0.9358	93.58%
CYP2C8 inhibition	+	0.7009	70.09%
CYP inhibitory promiscuity	-	0.8301	83.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.7550	75.50%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6548	65.48%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8091	80.91%
Acute Oral Toxicity (c)	III	0.4958	49.58%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	+	0.6639	66.39%
Thyroid receptor binding	+	0.5227	52.27%
Glucocorticoid receptor binding	-	0.6015	60.15%
Aromatase binding	+	0.6366	63.66%
PPAR gamma	+	0.7368	73.68%
Honey bee toxicity	-	0.7324	73.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8255	82.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.03%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.81%	91.11%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	97.75%	96.67%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	97.56%	98.24%
CHEMBL1921	P47901	Vasopressin V1b receptor	97.48%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.69%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.35%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	95.66%	83.82%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.62%	93.10%
CHEMBL2514	O95665	Neurotensin receptor 2	95.47%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.82%	93.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	94.42%	97.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.09%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	93.96%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.62%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.28%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.91%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.70%	82.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.99%	100.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	91.95%	94.01%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.65%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.47%	95.89%
CHEMBL2327	P21452	Neurokinin 2 receptor	91.42%	98.89%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	90.74%	82.86%
CHEMBL5805	Q9NR97	Toll-like receptor 8	90.73%	96.25%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	90.57%	85.00%
CHEMBL206	P03372	Estrogen receptor alpha	90.14%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.10%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	89.96%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.85%	99.17%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	89.76%	95.00%
CHEMBL3384	Q16512	Protein kinase N1	89.56%	80.71%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	89.49%	83.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.18%	97.29%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.07%	88.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.97%	95.50%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	88.56%	81.58%
CHEMBL1293287	P14735	Insulin-degrading enzyme	87.49%	88.10%
CHEMBL340	P08684	Cytochrome P450 3A4	87.42%	91.19%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.61%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.61%	96.47%
CHEMBL4208	P20618	Proteasome component C5	86.55%	90.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	86.37%	88.42%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.49%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.31%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.97%	90.71%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.85%	94.66%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.41%	89.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	82.37%	96.67%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.40%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.10%	100.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	80.27%	96.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.20%	94.62%

Plants that contains it

• Justicia adhatoda

Cross-Links

• PubChem: 53477739
• NPASS: NPC240285