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

ID: ALA5181505

PubChem CID: 168275181

Max Phase: Preclinical

Molecular Formula: C31H53N3O9

Molecular Weight: 611.78

Names and Identifiers

Canonical SMILES:  CCCCC[C@@H]1OC(=O)[C@@H](C)N(C)C(=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/C31H53N3O9/c1-8-11-14-17-23-26(35)33-21(5)30(39)43-25(19-16-13-10-3)28(37)34(7)22(6)31(40)42-24(18-15-12-9-2)27(36)32-20(4)29(38)41-23/h20-25H,8-19H2,1-7H3,(H,32,36)(H,33,35)/t20-,21-,22-,23+,24+,25+/m1/s1

Standard InChI Key:  HEZMNQKQYLPKDA-CRLGVJNESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5181505

   ---

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: 611.78

Molecular Weight (Monoisotopic): 611.3782

AlogP: 3.33

#Rotatable Bonds: 12

Polar Surface Area: 157.41

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.64

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.19

Np Likeness Score: 0.90

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