1-(3-((10S,17S)-6-(4-aminobutyl)-17-benzyl-2,13-bis(naphthalen-2-ylmethyl)-4,8,11,15,18-pentaoxo-1,2,5,6,9,12,13,16-octaazacyclooctadecan-10-yl)propyl)guanidine

ID: ALA2181427

Chembl Id: CHEMBL2181427

PubChem CID: 71457434

Max Phase: Preclinical

Molecular Formula: C47H58N12O5

Molecular Weight: 871.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H]1NC(=O)CN(CCCCN)NC(=O)CN(Cc2ccc3ccccc3c2)NC(=O)[C@H](Cc2ccccc2)NC(=O)CN(Cc2ccc3ccccc3c2)NC1=O

Standard InChI:  InChI=1S/C47H58N12O5/c48-22-8-9-24-57-30-42(60)52-40(17-10-23-51-47(49)50)45(63)55-58(28-34-18-20-36-13-4-6-15-38(36)25-34)31-43(61)53-41(27-33-11-2-1-3-12-33)46(64)56-59(32-44(62)54-57)29-35-19-21-37-14-5-7-16-39(37)26-35/h1-7,11-16,18-21,25-26,40-41H,8-10,17,22-24,27-32,48H2,(H,52,60)(H,53,61)(H,54,62)(H,55,63)(H,56,64)(H4,49,50,51)/t40-,41-/m0/s1

Standard InChI Key:  OIXSFNQMPZLUHA-YATWDLPUSA-N

Alternative Forms

1. Parent:

   

   ALA2181427

   2-[3-[(10S,17S)-6-(4-aminobutyl)-17-benzyl-2,13-bis(naphthalen-2-ylmethyl)-4,8,11,15,18-pentaoxo-1,2,5,6,9,12,13,16-octazacyclooctadec-10-yl]propyl]guanidine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 871.06

Molecular Weight (Monoisotopic): 870.4653

AlogP: 1.92

#Rotatable Bonds: 14

Polar Surface Area: 243.14

Molecular Species: BASE

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.15

CX Basic pKa: 11.82

CX LogP: -0.58

CX LogD: -4.41

Aromatic Rings: 5

Heavy Atoms: 64

QED Weighted: 0.04

Np Likeness Score: 0.12

References

1. Laurencin M, Amor M, Fleury Y, Baudy-Floc'h M..  (2012)  De novo cyclic pseudopeptides containing aza-β3-amino acids exhibiting antimicrobial activities.,  55  (24): [PMID:23148564] [10.1021/jm3009037]

Source

Source(1):

• Scientific Literature