Compound ID | 518

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CHP-105

Class: DnaK inhibitor

Details of activity: Testing in combination with levofloxacin demonstrated synergy in 34 of the 50 organisms tested at subihibtory concentrations. Among these 14 were quinolone resistant.
Combined with other compounds: If combined with quinolones may potentiate their use on Gram negatives
Description: Credito K, Lin G, Sturgess MA, Koeth L, Appelbaum PC. Activity of levofloxacin (LEV) with and without a peptide DnaK inhibitor, CHP-105, against quinolone-susceptible and - resistant gram-negative rods. 48-ICAAC-46-IDSA-2008 2008;308
Institute where first reported: Chaperone Technologies, US
Year first mentioned: 2008
Highest developmental phase: Preclinical
Development status: Inactive
Chemical structure(s):
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Molecular weight: 4844.51
Iso. SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N[C@@H](CC(=O)N)C(=O)N(C)[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(=O)N)C(=O)NCC[C@@H](C(=O)N)N)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]3CCCN3C(=O)[C@@H]4CCCN4C(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]5CCCN5C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]6CCCN6C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC7=CC=C(C=C7)O)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)N(C(=O)[C@H](CC(=O)N)NC(=O)[C@H](CCCNC(=N)N)N(C)C(=O)[C@H](CC(=O)N)NC(=O)[C@H](CC8=CC=C(C=C8)O)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H]9CCCN9C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]%10CCCN%10C(=O)[C@@H]%11CCCN%11C(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]%12CCCN%12C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]%13CCCN%13C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC%14=CC=C(C=C%14)O)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)C%15(CCNCC%15)N)C(=O)C%16(CCNCC%16)N
InChI Key: OHOQIUDQGKYFKN-ATUAFHFQSA-N
Can. SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N[C@@H](CC(=O)N)C(=O)N(C)[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(=O)N)C(=O)NCC[C@@H](C(=O)N)N)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]3CCCN3C(=O)[C@@H]4CCCN4C(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]5CCCN5C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]6CCCN6C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC7=CC=C(C=C7)O)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)N(C(=O)[C@H](CC(=O)N)NC(=O)[C@H](CCCNC(=N)N)N(C)C(=O)[C@H](CC(=O)N)NC(=O)[C@H](CC8=CC=C(C=C8)O)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H]9CCCN9C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]%10CCCN%10C(=O)[C@@H]%11CCCN%11C(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]%12CCCN%12C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]%13CCCN%13C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC%14=CC=C(C=C%14)O)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)C%15(CCNCC%15)N)C(=O)C%16(CCNCC%16)N
InChI: InChI=1S/C218H345N69O57/c1-13-115(7)168(194(328)263-136(101-121-57-65-125(294)66-58-121)178(312)267-142(104-161(223)297)196(330)275(11)147(41-23-80-248-215(235)236)183(317)262-138(103-160(222)296)175(309)243-82-69-127(221)172(226)306)271-189(323)153-47-27-87-277(153)198(332)132(39-21-78-246-213(231)232)258-187(321)151-45-31-93-283(151)205(339)157-51-33-95-285(157)207(341)171(118(10)291)274-192(326)156-50-30-90-280(156)201(335)131(38-20-77-245-212(229)230)257-186(320)150-44-26-92-282(150)203(337)141(98-114(5)6)266-177(311)135(100-120-55-63-124(293)64-56-120)261-182(316)146(112-289)253-165(301)110-251-174(308)129(36-16-18-75-220)255-193(327)159(108-167(304)305)287(210(344)218(240)72-85-242-86-73-218)204(338)144(106-163(225)299)269-184(318)148(42-24-81-249-216(237)238)276(12)197(331)143(105-162(224)298)268-179(313)137(102-122-59-67-126(295)68-60-122)264-195(329)169(116(8)14-2)272-190(324)154-48-28-88-278(154)199(333)133(40-22-79-247-214(233)234)259-188(322)152-46-32-94-284(152)206(340)158-52-34-96-286(158)208(342)170(117(9)290)273-191(325)155-49-29-89-279(155)200(334)130(37-19-76-244-211(227)228)256-185(319)149-43-25-91-281(149)202(336)140(97-113(3)4)265-176(310)134(99-119-53-61-123(292)62-54-119)260-181(315)145(111-288)252-164(300)109-250-173(307)128(35-15-17-74-219)254-180(314)139(107-166(302)303)270-209(343)217(239)70-83-241-84-71-217/h53-68,113-118,127-159,168-171,241-242,288-295H,13-52,69-112,219-221,239-240H2,1-12H3,(H2,222,296)(H2,223,297)(H2,224,298)(H2,225,299)(H2,226,306)(H,243,309)(H,250,307)(H,251,308)(H,252,300)(H,253,301)(H,254,314)(H,255,327)(H,256,319)(H,257,320)(H,258,321)(H,259,322)(H,260,315)(H,261,316)(H,262,317)(H,263,328)(H,264,329)(H,265,310)(H,266,311)(H,267,312)(H,268,313)(H,269,318)(H,270,343)(H,271,323)(H,272,324)(H,273,325)(H,274,326)(H,302,303)(H,304,305)(H4,227,228,244)(H4,229,230,245)(H4,231,232,246)(H4,233,234,247)(H4,235,236,248)(H4,237,238,249)/t115-,116-,117+,118+,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,139-,140-,141-,142-,143-,144-,145-,146-,147-,148-,149-,150-,151-,152-,153-,154-,155-,156-,157-,158-,159-,168-,169-,170-,171-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/72941951
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2630640/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2630640/

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