(2S,3S)-2-amino-N-((S)-4-amino-1-oxo-1-(((3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-15-benzyl-3-((R)-1-hydroxyethyl)-12-isobutyl-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl)amino)butan-2-yl)-3-hydroxybutanamide

ID: ALA5271316

Chembl Id: CHEMBL5271316

Max Phase: Preclinical

Molecular Formula: C43H74N14O11

Molecular Weight: 963.15

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CCN)NC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@@H](N)[C@H](C)O)CCNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC1=O

Standard InChI:  InChI=1S/C43H74N14O11/c1-22(2)20-31-40(65)52-26(10-15-44)35(60)51-29(13-18-47)39(64)57-34(24(4)59)43(68)49-19-14-30(53-36(61)28(12-17-46)54-42(67)33(48)23(3)58)38(63)50-27(11-16-45)37(62)56-32(41(66)55-31)21-25-8-6-5-7-9-25/h5-9,22-24,26-34,58-59H,10-21,44-48H2,1-4H3,(H,49,68)(H,50,63)(H,51,60)(H,52,65)(H,53,61)(H,54,67)(H,55,66)(H,56,62)(H,57,64)/t23-,24+,26-,27-,28-,29-,30-,31-,32+,33-,34-/m0/s1

Standard InChI Key:  PYHYGIPVYYRJHU-QLKKZJOBSA-N

Alternative Forms

1. Parent:

   

   ALA5271316

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 963.15

Molecular Weight (Monoisotopic): 962.5661

AlogP: -6.84

#Rotatable Bonds: 18

Polar Surface Area: 432.46

Molecular Species: BASE

HBA: 16

HBD: 16

#RO5 Violations: 3

HBA (Lipinski): 25

HBD (Lipinski): 21

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.68

CX Basic pKa: 10.14

CX LogP: -8.65

CX LogD: -17.45

Aromatic Rings: 1

Heavy Atoms: 68

QED Weighted: 0.07

Np Likeness Score: 0.73

References

1. Melander RJ, Mattingly AE, Nemeth AM, Melander C..  (2023)  Overcoming intrinsic resistance in gram-negative bacteria using small molecule adjuvants.,  80  [PMID:36566797] [10.1016/j.bmcl.2022.129113]

Source

Source(1):

• Scientific Literature