Comment: This is a dye-labelled Toll-like receptor 2 agonist, designed for targeted pancreatic cancer imaging [ 1]. The unlabelled compound (10; PubChem CID 71451937) has potential immunotherapeutic action.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors
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41
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Hydrogen bond donors
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10
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Rotatable bonds
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107
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Topological polar surface area
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647.95
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Molecular weight
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2260.14
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XLogP
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11.31
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No. Lipinski's rules broken
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4
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Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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SMILES / InChI / InChIKey
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Canonical SMILES
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CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCC)CSCC(C(=O)NCC(=O)NC(C(=O)NCCCOCCOCCOCCCNC(=O)COCC(=O)N)CO)NC(=O)COCC(=O)NCCCOCCOCCOCCCNC(=O)CCSC1CC(=O)N(C1=O)CCNC(=O)CCCCC[N+]1=C(C=CC=CC=C2Cc3c(N2CC)ccc(c3)S(=O)(=O)[O-])Cc2c1ccc(c2)S(=O)(=O)[O-]
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Isomeric SMILES
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CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)CSC[C@@H](C(=O)NCC(=O)N[C@@H](C(=O)NCCCOCCOCCOCCCNC(=O)COCC(=O)N)CO)NC(=O)COCC(=O)NCCCOCCOCCOCCCNC(=O)CCSC1CC(=O)N(C1=O)CCNC(=O)CCCCC[N+]1=C(/C=C/C=C/C=C\2/Cc3c(N2CC)ccc(c3)S(=O)(=O)[O-])Cc2c1ccc(c2)S(=O)(=O)[O-]
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InChI
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InChI=1S/C109H176N12O30S4/c1-4-7-9-11-13-15-17-19-21-23-25-27-34-44-105(131)150-78-89(151-106(132)45-35-28-26-24-22-20-18-16-14-12-10-8-5-2)83-152-84-93(108(134)116-76-100(126)117-92(77-122)107(133)115-54-40-61-145-65-69-147-68-64-143-59-38-52-112-101(127)80-148-79-97(110)123)118-103(129)82-149-81-102(128)113-53-39-60-144-63-67-146-66-62-142-58-37-51-111-99(125)50-70-153-96-75-104(130)121(109(96)135)57-55-114-98(124)43-33-30-36-56-120-88(72-86-74-91(155(139,140)141)47-49-95(86)120)42-32-29-31-41-87-71-85-73-90(154(136,137)138)46-48-94(85)119(87)6-3/h29,31-32,41-42,46-49,73-74,89,92-93,96,122H,4-28,30,33-40,43-45,50-72,75-84H2,1-3H3,(H11-,110,111,112,113,114,115,116,117,118,123,124,125,126,127,128,129,133,134,136,137,138,139,140,141)/p-1/t89-,92-,93+,96?/m1/s1
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InChI Key
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UNILWMWFPHPYOR-KXEYIPSPSA-M
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Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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