DX600   Click here for help

GtoPdb Ligand ID: 11602

Synonyms: DX-600
Comment: DX600 is a peptide inhibitor of angiotensin-converting enzyme 2 (ACE2) [1]. It blocks the cardioprotective effect of ACE2, but does not inhibit ACE activity [1-2].
A gallium-68 labeled cyclic DX600 derivative can be used as an ACE2 radiotracer [3]

SARS-CoV-2 and COVID-19: Experiments using lab-grown, human embryonic stem cell-derived beating cardiomyocytes have demonstrated that DX600 can prevent pseudotyped SARS-CoV-2 from entering the heart cells [4]. This research indicates that agents that physically block spike-ACE2 binding could be leveraged as novel infection preventatives, that also offer the potential to reduce SARS-CoV-2-mediated damage to heart tissue.
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)NCC(=O)N)CCC(=O)O)CC(=O)O)Cc1ccc(cc1)O)[C@H](O)C)CS)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)C)CC(=O)O)Cc1ccc(cc1)O)CO)Cc1[nH]cnc1)CS)CO)CC(C)C)CCCNC(=N)N)Cc1ccc(cc1)O)Cc1ccc(cc1)O
Isomeric SMILES NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)NCC(=O)N)CCC(=O)O)CC(=O)O)Cc1ccc(cc1)O)[C@H](O)C)CS)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)C)CC(=O)O)Cc1ccc(cc1)O)CO)Cc1[nH]cnc1)CS)CO)CC(C)C)CCCNC(=N)N)Cc1ccc(cc1)O)Cc1ccc(cc1)O
InChI InChI=1S/C141H187N35O40S2/c1-72(2)50-93(163-133(209)109-24-15-49-176(109)140(216)104(68-178)169-130(206)105(69-217)171-127(203)98(57-81-62-146-71-154-81)162-129(205)103(67-177)168-124(200)95(52-76-28-36-83(182)37-29-76)160-128(204)99(58-116(191)192)155-114(188)66-148-74(4)180)122(198)157-91(21-11-45-147-141(144)145)120(196)159-94(51-75-26-34-82(181)35-27-75)123(199)165-100(53-77-30-38-84(183)39-31-77)137(213)173-46-13-23-108(173)134(210)164-97(56-80-61-150-89-19-8-6-17-87(80)89)126(202)161-96(55-79-60-149-88-18-7-5-16-86(79)88)125(201)156-90(20-9-10-44-142)121(197)170-106(70-218)131(207)172-118(73(3)179)136(212)167-101(54-78-32-40-85(184)41-33-78)138(214)174-47-14-25-110(174)135(211)166-102(59-117(193)194)139(215)175-48-12-22-107(175)132(208)158-92(42-43-115(189)190)119(195)153-65-113(187)152-64-112(186)151-63-111(143)185/h5-8,16-19,26-41,60-62,71-73,90-110,118,149-150,177-179,181-184,217-218H,9-15,20-25,42-59,63-70,142H2,1-4H3,(H2,143,185)(H,146,154)(H,148,180)(H,151,186)(H,152,187)(H,153,195)(H,155,188)(H,156,201)(H,157,198)(H,158,208)(H,159,196)(H,160,204)(H,161,202)(H,162,205)(H,163,209)(H,164,210)(H,165,199)(H,166,211)(H,167,212)(H,168,200)(H,169,206)(H,170,197)(H,171,203)(H,172,207)(H,189,190)(H,191,192)(H,193,194)(H4,144,145,147)/t73-,90+,91+,92+,93+,94+,95+,96+,97+,98+,99+,100+,101+,102+,103+,104+,105+,106+,107+,108+,109+,110+,118+/m1/s1
InChI Key KIYFMMDRMKTMJU-JMSLXWMVSA-N
Classification Click here for help
Compound class Peptide or derivative
Synonyms Click here for help
DX-600
Database Links Click here for help
GtoPdb PubChem SID 442878636
PubChem CID 16138722
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