(3R,3aS,6S,6aR)-6-((2,3-dihydro-[1,4]dioxino[2,3-c]pyridin-7-yl)methylamino)-3-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)ethyl)hexahydrofuro[3,2-b]furan-3-ol

ID: ALA4788651

PubChem CID: 162669411

Max Phase: Preclinical

Molecular Formula: C25H27FN4O6

Molecular Weight: 498.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2ncc(F)c(CC[C@@]3(O)CO[C@@H]4[C@@H](NCc5cc6c(cn5)OCCO6)CO[C@@H]43)c2n1

Standard InChI:  InChI=1S/C25H27FN4O6/c1-32-21-3-2-17-22(30-21)15(16(26)10-29-17)4-5-25(31)13-36-23-18(12-35-24(23)25)28-9-14-8-19-20(11-27-14)34-7-6-33-19/h2-3,8,10-11,18,23-24,28,31H,4-7,9,12-13H2,1H3/t18-,23+,24-,25+/m0/s1

Standard InChI Key:  QWVOWTQCAWDAIT-LVEBQJTPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4788651

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 498.51

Molecular Weight (Monoisotopic): 498.1915

AlogP: 1.56

#Rotatable Bonds: 7

Polar Surface Area: 117.08

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.97

CX Basic pKa: 6.93

CX LogP: 1.31

CX LogD: 1.18

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: -0.12

References

1. Okumu A,Lu Y,Dellos-Nolan S,Papa JL,Koci B,Cockroft NT,Gallucci J,Wozniak DJ,Yalowich JC,Mitton-Fry MJ.  (2020)  Novel bacterial topoisomerase inhibitors derived from isomannide.,  199  [PMID:32402932] [10.1016/j.ejmech.2020.112324]

Source

Source(1):

• Scientific Literature