PlantaeDB Logo
Login Sign-up

Linaclotide

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 1ebe4055-0ac3-48d5-989b-a067d4607297
Taxonomy Organic Polymers > Polypeptides
IUPAC Name (2S)-2-[[(1R,4S,7S,13S,16R,21R,24R,27S,30S,33R,38R,44S)-21-amino-13-(2-amino-2-oxoethyl)-27-(2-carboxyethyl)-44-[(1R)-1-hydroxyethyl]-30-[(4-hydroxyphenyl)methyl]-4-methyl-3,6,12,15,22,25,28,31,40,43,46,51-dodecaoxo-18,19,35,36,48,49-hexathia-2,5,11,14,23,26,29,32,39,42,45,52-dodecazatetracyclo[22.22.4.216,33.07,11]dopentacontane-38-carbonyl]amino]-3-(4-hydroxyphenyl)propanoic acid
SMILES (Canonical) CC1C(=O)NC2CSSCC3C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(NC(=O)CNC(=O)C(NC2=O)C(C)O)C(=O)NC(CC4=CC=C(C=C4)O)C(=O)O)C(=O)NC(CSSCC(C(=O)N3)N)C(=O)NC(C(=O)N5CCCC5C(=O)N1)CC(=O)N)CC6=CC=C(C=C6)O)CCC(=O)O
SMILES (Isomeric) C[C@H]1C(=O)N[C@H]2CSSC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@H](NC(=O)CNC(=O)[C@@H](NC2=O)[C@@H](C)O)C(=O)N[C@@H](CC4=CC=C(C=C4)O)C(=O)O)C(=O)N[C@@H](CSSC[C@@H](C(=O)N3)N)C(=O)N[C@H](C(=O)N5CCC[C@H]5C(=O)N1)CC(=O)N)CC6=CC=C(C=C6)O)CCC(=O)O
InChI InChI=1S/C59H79N15O21S6/c1-26-47(82)69-41-25-101-99-22-38-52(87)65-33(13-14-45(80)81)49(84)66-34(16-28-5-9-30(76)10-6-28)50(85)71-40(54(89)72-39(23-97-96-20-32(60)48(83)70-38)53(88)67-35(18-43(61)78)58(93)74-15-3-4-42(74)56(91)63-26)24-100-98-21-37(64-44(79)19-62-57(92)46(27(2)75)73-55(41)90)51(86)68-36(59(94)95)17-29-7-11-31(77)12-8-29/h5-12,26-27,32-42,46,75-77H,3-4,13-25,60H2,1-2H3,(H2,61,78)(H,62,92)(H,63,91)(H,64,79)(H,65,87)(H,66,84)(H,67,88)(H,68,86)(H,69,82)(H,70,83)(H,71,85)(H,72,89)(H,73,90)(H,80,81)(H,94,95)/t26-,27+,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,46-/m0/s1
InChI Key KXGCNMMJRFDFNR-WDRJZQOASA-N
Popularity 557 references in papers

Physical and Chemical Properties

Top
Molecular Formula C59H79N15O21S6
Molecular Weight 1526.80 g/mol
Exact Mass 1525.3899216 g/mol
Topological Polar Surface Area (TPSA) 726.00 Ų
XlogP -6.80
Atomic LogP (AlogP) -5.94
H-Bond Acceptor 26
H-Bond Donor 19
Rotatable Bonds 13

Synonyms

Top
Linzess
851199-59-2
Constella
UNII-N0TXR0XR5X
HSDB 8224
Linaclotide [USAN:INN]
N0TXR0XR5X
ASP 0456
CHEBI:68551
ASP0456
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Linaclotide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5166 51.66%
Caco-2 - 0.8618 86.18%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5215 52.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8314 83.14%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9498 94.98%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.8910 89.10%
CYP3A4 substrate + 0.7378 73.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8054 80.54%
CYP3A4 inhibition - 0.8592 85.92%
CYP2C9 inhibition - 0.8507 85.07%
CYP2C19 inhibition - 0.8164 81.64%
CYP2D6 inhibition - 0.8759 87.59%
CYP1A2 inhibition - 0.9053 90.53%
CYP2C8 inhibition + 0.7877 78.77%
CYP inhibitory promiscuity - 0.8908 89.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.6011 60.11%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8964 89.64%
Skin irritation - 0.7706 77.06%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6544 65.44%
Micronuclear + 0.9500 95.00%
Hepatotoxicity - 0.5733 57.33%
skin sensitisation - 0.8608 86.08%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6773 67.73%
Acute Oral Toxicity (c) III 0.4590 45.90%
Estrogen receptor binding + 0.6508 65.08%
Androgen receptor binding + 0.7067 70.67%
Thyroid receptor binding + 0.6097 60.97%
Glucocorticoid receptor binding + 0.6630 66.30%
Aromatase binding + 0.7174 71.74%
PPAR gamma + 0.7567 75.67%
Honey bee toxicity - 0.6939 69.39%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9052 90.52%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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%
CHEMBL2581 P07339 Cathepsin D 99.94% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.52% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.16% 96.09%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 97.63% 97.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.51% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.41% 91.11%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 97.19% 93.10%
CHEMBL2093869 P05106 Integrin alpha-IIb/beta-3 96.55% 95.42%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 96.11% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 95.61% 93.00%
CHEMBL4071 P08311 Cathepsin G 95.54% 94.64%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.51% 90.08%
CHEMBL1255126 O15151 Protein Mdm4 95.36% 90.20%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.24% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.58% 95.56%
CHEMBL1921 P47901 Vasopressin V1b receptor 93.35% 92.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.24% 90.71%
CHEMBL4461 Q9NTG7 NAD-dependent deacetylase sirtuin 3 91.70% 94.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.48% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.25% 95.93%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 91.01% 96.67%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 90.85% 95.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 90.57% 82.38%
CHEMBL4208 P20618 Proteasome component C5 90.11% 90.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.06% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.24% 97.25%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.49% 88.56%
CHEMBL206 P03372 Estrogen receptor alpha 88.13% 97.64%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.60% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.55% 91.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.34% 93.56%
CHEMBL220 P22303 Acetylcholinesterase 87.09% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.98% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 85.71% 91.19%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.66% 97.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.64% 99.15%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 85.47% 96.11%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 85.20% 83.10%
CHEMBL2514 O95665 Neurotensin receptor 2 85.18% 100.00%
CHEMBL4447 Q9Y337 Kallikrein 5 85.07% 87.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.49% 96.90%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.34% 85.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.30% 99.18%
CHEMBL4633 P22001 Voltage-gated potassium channel subunit Kv1.3 84.14% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.48% 95.50%
CHEMBL3384 Q16512 Protein kinase N1 82.94% 80.71%
CHEMBL236 P41143 Delta opioid receptor 81.68% 99.35%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.89% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.61% 90.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.46% 96.47%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

Top
PubChem 16158208
LOTUS LTS0067258
wikiData Q3832559