(3R,6S,9R,12S,15R,18S)-3,9,15-trimethyl-6,12,18-tripentyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexaone

ID: ALA5179881

PubChem CID: 168275098

Max Phase: Preclinical

Molecular Formula: C30H51N3O9

Molecular Weight: 597.75

Names and Identifiers

Canonical SMILES:  CCCCC[C@@H]1OC(=O)[C@@H](C)NC(=O)[C@H](CCCCC)OC(=O)[C@@H](C)NC(=O)[C@H](CCCCC)OC(=O)[C@@H](C)NC1=O

Standard InChI:  InChI=1S/C30H51N3O9/c1-7-10-13-16-22-25(34)31-20(5)29(38)41-24(18-15-12-9-3)27(36)33-21(6)30(39)42-23(17-14-11-8-2)26(35)32-19(4)28(37)40-22/h19-24H,7-18H2,1-6H3,(H,31,34)(H,32,35)(H,33,36)/t19-,20-,21-,22+,23+,24+/m1/s1

Standard InChI Key:  QMGQCGBVIXRFQO-JEYZWYLSSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5179881

   ---

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: 597.75

Molecular Weight (Monoisotopic): 597.3625

AlogP: 2.99

#Rotatable Bonds: 12

Polar Surface Area: 166.20

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.43

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.17

Np Likeness Score: 0.69

References

1. Smith AN, Thorpe MP, Blackwell DJ, Batiste SM, Hopkins CR, Schley ND, Knollmann BC, Johnston JN..  (2022)  Structure-Activity Relationships for the N-Me- Versus N-H-Amide Modification to Macrocyclic ent-Verticilide Antiarrhythmics.,  13  (11.0): [PMID:36385927] [10.1021/acsmedchemlett.2c00377]

Source

Source(1):

• Scientific Literature