nisin A

ID: ALA2371951

Chembl Id: CHEMBL2371951

PubChem CID: 73350219

Max Phase: Preclinical

Molecular Formula: C148H240N44O38S7

Molecular Weight: 3468.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)[C@@H](NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@@H]1CSC(C)[C@@H]2NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)N(CCCCN)C(=O)[C@H](CCCCN)NC(=O)[C@@H](CCSC)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H]3CSC(C)[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@@H]4CSC(C)[C@H](NC(=O)[C@@H]5CSC[C@H](NC(=O)/C(=C/C)NC(=O)[C@@H](N)[C@@H](C)CC)C(=O)N[C@@H](CC(C)C)C(=O)NC(=C)C(=O)N[C@@H](CC(C)C)C(=O)N5)C(=O)N5CCC[C@H]5C(=O)NCC(=O)N4)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCSC)C(=O)NCC(=O)N3)C(C)SC[C@H](NC2=O)C(=O)N[C@@H](Cc2cnc[nH]2)C(=O)N1)[C@@H](C)CC)C(C)C)C(=O)N[C@@H](CCCCN)C(=O)O

Standard InChI:  InChI=1S/C148H240N44O38S7/c1-24-74(12)110(154)139(220)168-86(26-3)122(203)181-99-62-233-63-100(182-127(208)94(52-72(8)9)175-119(200)77(15)163-125(206)92(50-70(4)5)176-132(99)213)137(218)189-116-83(21)237-65-101(166-109(197)60-158-138(219)105-39-35-47-191(105)146(116)227)133(214)169-87(36-27-30-42-149)124(205)188-113-80(18)234-64-102(167-108(196)59-157-121(202)88(40-48-231-22)170-126(207)93(51-71(6)7)174-117(198)76(14)162-107(195)58-159-140(113)221)134(215)178-97(55-106(153)194)129(210)171-89(41-49-232-23)123(204)172-90(37-28-31-43-150)145(226)192(46-34-33-45-152)148(230)190-115-82(20)236-67-104-135(216)177-95(53-84-56-155-68-160-84)128(209)183-103(66-235-81(19)114(144(225)184-104)187-120(201)79(17)165-143(115)224)136(217)180-98(61-193)131(212)186-112(75(13)25-2)142(223)179-96(54-85-57-156-69-161-85)130(211)185-111(73(10)11)141(222)164-78(16)118(199)173-91(147(228)229)38-29-32-44-151/h26,56-57,68-76,79-83,87-105,110-116,193H,15-16,24-25,27-55,58-67,149-152,154H2,1-14,17-23H3,(H2,153,194)(H,155,160)(H,156,161)(H,157,202)(H,158,219)(H,159,221)(H,162,195)(H,163,206)(H,164,222)(H,165,224)(H,166,197)(H,167,196)(H,168,220)(H,169,214)(H,170,207)(H,171,210)(H,172,204)(H,173,199)(H,174,198)(H,175,200)(H,176,213)(H,177,216)(H,178,215)(H,179,223)(H,180,217)(H,181,203)(H,182,208)(H,183,209)(H,184,225)(H,185,211)(H,186,212)(H,187,201)(H,188,205)(H,189,218)(H,190,230)(H,228,229)/b86-26-/t74-,75-,76-,79-,80?,81?,82?,83?,87-,88+,89+,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,110-,111-,112-,113-,114-,115-,116-/m0/s1

Standard InChI Key:  YMHRECKDLGOBMW-OITLSFSXSA-N

Alternative Forms

1. Parent:

   

   ALA2371951

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 3468.29

Molecular Weight (Monoisotopic): 3465.6245

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CX Acidic pKa: ┄

CX Basic pKa: ┄

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References

1. Kheadr E, Dabour N, Le Lay C, Lacroix C, Fliss I..  (2007)  Antibiotic susceptibility profile of bifidobacteria as affected by oxgall, acid, and hydrogen peroxide stress.,  51  (1): [PMID:17060530] [10.1128/aac.00261-06]

2. Asaduzzaman SM, Nagao J, Iida H, Zendo T, Nakayama J, Sonomoto K..  (2009)  Nukacin ISK-1, a bacteriostatic lantibiotic.,  53  (8): [PMID:19506061] [10.1128/aac.01623-08]

3. El Arbi M, Théolier J, Pigeon P, Jellali K, Trigui F, Top S, Aifa S, Fliss I, Jaouen G, Hammami R..  (2014)  Antibacterial properties and mode of action of new triaryl butene citrate compounds.,  76  [PMID:24602786] [10.1016/j.ejmech.2014.02.037]

Source

Source(1):

• Scientific Literature