Compound ID | 10

Update compound information

AA-139 (Arenicin)

Class: Antimicrobial peptide

Spectrum of activity: Gram-negative
Details of activity: AA139 has potent activity against four major Gram-negative GAIN pathogens E. coli, K. pneumonia, P. aeruginosa and A. baumannii. It is Adenium's most advanced program and is expected to initiate First-in-man (FIM) studies i n Q4 2015. Testing in MDR G- pathogens cUTI,HAP/VAP/HCAP
Propensity to select resistant mutants: Yes
Institute where first reported: Adenium Biotech, Denmark
Year first mentioned: 2013
Highest developmental phase: Preclinical
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 2774.33
Iso. SMILES: CC[C@H](C)[C@@H](C(=N[C@@H](CCCNC(=N)N)C(=NCC(=N[C@@H](C(C)C)C(=N[C@@H](CC(C)C)C(=N[C@@H](C(C)C)C(=N[C@@H](CCCNC(=N)N)C(=N[C@@H](CC1=CC=C(C=C1)O)C(=N[C@@H](CCCNC(=N)N)C(=N[C@@H](CCCNC(=N)N)C(=N[C@@H](CS)C(=N[C@@H](CC2=CNC3=CC=CC=C32)C(=O)O)O)O)O)O)O)O)O)O)O)O)O)N=C([C@H](CCCNC(=N)N)N=C([C@H](C(C)C)N=C([C@H](CC4=CC=C(C=C4)O)N=C([C@H](C)N=C([C@H](CC5=CC=C(C=C5)O)N=C([C@H](C(C)C)N=C([C@H](CS)N=C([C@H](CC6=CNC7=CC=CC=C76)N=C([C@H](CCCNC(=N)N)N)O)O)O)O)O)O)O)O)O
InChI Key: FPLVJMIDFAEYSE-KGBDVLNFSA-N
Can. SMILES: CC[C@H](C)[C@@H](C(=N[C@@H](CCCNC(=N)N)C(=NCC(=N[C@@H](C(C)C)C(=N[C@@H](CC(C)C)C(=N[C@@H](C(C)C)C(=N[C@@H](CCCNC(=N)N)C(=N[C@@H](CC1=CC=C(C=C1)O)C(=N[C@@H](CCCNC(=N)N)C(=N[C@@H](CCCNC(=N)N)C(=N[C@@H](CS)C(=N[C@@H](CC2=CNC3=C2C=CC=C3)C(=O)O)O)O)O)O)O)O)O)O)O)O)O)N=C([C@H](CCCNC(=N)N)N=C([C@H](C(C)C)N=C([C@H](CC4=CC=C(C=C4)O)N=C([C@H](C)N=C([C@H](CC5=CC=C(C=C5)O)N=C([C@H](C(C)C)N=C([C@H](CS)N=C([C@H](CC6=CNC7=C6C=CC=C7)N=C([C@H](CCCNC(=N)N)N)O)O)O)O)O)O)O)O)O
InChI: InChI=1S/C128H197N41O25S2/c1-14-69(12)102(169-109(180)88(34-24-52-147-128(140)141)156-119(190)100(67(8)9)167-114(185)92(56-73-39-45-78(172)46-40-73)157-103(174)70(13)151-110(181)90(54-71-35-41-76(170)42-36-71)161-120(191)101(68(10)11)168-116(187)96(63-196)164-112(183)93(57-74-59-148-82-28-17-15-25-79(74)82)158-104(175)81(129)27-19-47-142-123(130)131)121(192)154-84(30-20-48-143-124(132)133)105(176)150-61-97(173)165-98(65(4)5)117(188)160-89(53-64(2)3)113(184)166-99(66(6)7)118(189)155-87(33-23-51-146-127(138)139)107(178)159-91(55-72-37-43-77(171)44-38-72)111(182)153-85(31-21-49-144-125(134)135)106(177)152-86(32-22-50-145-126(136)137)108(179)163-95(62-195)115(186)162-94(122(193)194)58-75-60-149-83-29-18-16-26-80(75)83/h15-18,25-26,28-29,35-46,59-60,64-70,81,84-96,98-102,148-149,170-172,195-196H,14,19-24,27,30-34,47-58,61-63,129H2,1-13H3,(H,150,176)(H,151,181)(H,152,177)(H,153,182)(H,154,192)(H,155,189)(H,156,190)(H,157,174)(H,158,175)(H,159,178)(H,160,188)(H,161,191)(H,162,186)(H,163,179)(H,164,183)(H,165,173)(H,166,184)(H,167,185)(H,168,187)(H,169,180)(H,193,194)(H4,130,131,142)(H4,132,133,143)(H4,134,135,144)(H4,136,137,145)(H4,138,139,146)(H4,140,141,147)/t69-,70-,81-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,98-,99-,100-,101-,102-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/101462042
Citation:
Patent: US8653024B2

AntibioticDB is supported by GARDP.

If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.