(E)-(2R,6R,7R,8R,9S,10S)-6,7,8,9,10-Pentahydroxy-2-propyl-1-oxa-4-aza-cyclooctacos-12-ene-3,28-dione

ID: ALA108079

Chembl Id: CHEMBL108079

PubChem CID: 44339514

Max Phase: Preclinical

Molecular Formula: C29H53NO8

Molecular Weight: 543.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC[C@H]1OC(=O)CCCCCCCCCCCCCC/C=C/C[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CNC1=O

Standard InChI:  InChI=1S/C29H53NO8/c1-2-18-24-29(37)30-21-23(32)27(35)28(36)26(34)22(31)19-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20-25(33)38-24/h14,16,22-24,26-28,31-32,34-36H,2-13,15,17-21H2,1H3,(H,30,37)/b16-14+/t22-,23+,24+,26-,27+,28+/m0/s1

Standard InChI Key:  CCPSYWYRGCOAMY-XESPHQATSA-N

Alternative Forms

1. Parent:

   

   ALA108079

   (2R,6R,7R,8R,9S,10S,12E)-6,7,8,9,10-pentahydroxy-2-propyl-1-oxa-4-azacyclooctacos-12-ene-3,28-dione

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: 543.74

Molecular Weight (Monoisotopic): 543.3771

AlogP: 3.04

#Rotatable Bonds: 2

Polar Surface Area: 156.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.57

CX Basic pKa:

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 0

Heavy Atoms: 38

QED Weighted: 0.23

Np Likeness Score: 1.26

References

1. Content S, Dutton CJ, Roberts L..  (2003)  Myxovirescin analogues via macrocyclic ring-closing metathesis.,  13  (3): [PMID:12565921] [10.1016/s0960-894x(02)01024-7]

Source

Source(1):

• Scientific Literature