(2S,5R,8S,11S,14S,17R,20S,23S,26R,29R,35R,38R)-26-((1H-indol-3-yl)methyl)-38-amino-17,20,35-tris(2-aminoethyl)-14-benzyl-5-sec-butyl-11-(2-carboxyethyl)-23,29-bis(hydroxymethyl)-8-isopropyl-2,39-dimethyl-4,7,10,13,16,19,22,25,28,31,34,37-dodecaoxo-3,6,9,12,15,18,21,24,27,30,33,36-dodecaazatetracontan-1-oic acid

ID: ALA3115751

PubChem CID: 76325175

Max Phase: Preclinical

Molecular Formula: C64H99N17O18

Molecular Weight: 1394.60

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CO)NC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](CO)NC(=O)CNC(=O)[C@@H](CCN)NC(=O)[C@H](N)C(C)C)C(C)C)C(=O)N[C@@H](C)C(=O)O

Standard InChI:  InChI=1S/C64H99N17O18/c1-8-34(6)52(63(97)71-35(7)64(98)99)81-62(96)51(33(4)5)80-56(90)40(18-19-49(85)86)73-57(91)44(26-36-14-10-9-11-15-36)77-55(89)43(22-25-67)74-54(88)42(21-24-66)75-60(94)47(31-83)79-58(92)45(27-37-28-69-39-17-13-12-16-38(37)39)78-59(93)46(30-82)72-48(84)29-70-53(87)41(20-23-65)76-61(95)50(68)32(2)3/h9-17,28,32-35,40-47,50-52,69,82-83H,8,18-27,29-31,65-68H2,1-7H3,(H,70,87)(H,71,97)(H,72,84)(H,73,91)(H,74,88)(H,75,94)(H,76,95)(H,77,89)(H,78,93)(H,79,92)(H,80,90)(H,81,96)(H,85,86)(H,98,99)/t34-,35-,40-,41+,42-,43+,44-,45+,46+,47-,50+,51-,52+/m0/s1

Standard InChI Key:  OGWJHBJYKIFNCD-OCSHBQQQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3115751

   (2S,5R,8S,11S,14S,17R,20S,23S,26R,29R,32R,35R)-26-((1H-indol-3-yl)methyl)-38-amino-17,20,35-tris(2-aminoethyl)-14-benzyl-5-((S)-sec-butyl)-11-(2-carboxyethyl)-23,29-bis(hydroxymethyl)-8,32-diisopropyl-2-methyl-4,7,10,13,16,19,22,25,28,31,34,37-dodecaoxo-3

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1394.60

Molecular Weight (Monoisotopic): 1393.7354

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Cochrane SA, Lohans CT, Brandelli JR, Mulvey G, Armstrong GD, Vederas JC..  (2014)  Synthesis and structure-activity relationship studies of N-terminal analogues of the antimicrobial peptide tridecaptin A(1).,  57  (3): [PMID:24479847] [10.1021/jm401779d]

2. Moon SH, Zhang X, Zheng G, Meeker DG, Smeltzer MS, Huang E..  (2017)  Novel Linear Lipopeptide Paenipeptins with Potential for Eradicating Biofilms and Sensitizing Gram-Negative Bacteria to Rifampicin and Clarithromycin.,  60  (23): [PMID:29136469] [10.1021/acs.jmedchem.7b01064]

Source

Source(1):

• Scientific Literature