4-((5-(((6,7-dihydro-[1,4]oxathiino[2,3-c]pyridazin-3-yl)methyl)amino)-trans-1,3-dioxan-2-yl)methyl)-3-fluoro-4,5-dihydro-7H-pyrrolo[3,2,1-de][1,5]naphthyridin-7-one

ID: ALA5204820

PubChem CID: 168296169

Max Phase: Preclinical

Molecular Formula: C22H22FN5O4S

Molecular Weight: 471.51

Names and Identifiers

Canonical SMILES:  O=c1ccc2ncc(F)c3c2n1CC3C[C@H]1OC[C@H](NCc2cc3c(nn2)OCCS3)CO1

Standard InChI:  InChI=1S/C22H22FN5O4S/c23-15-8-25-16-1-2-18(29)28-9-12(20(15)21(16)28)5-19-31-10-14(11-32-19)24-7-13-6-17-22(27-26-13)30-3-4-33-17/h1-2,6,8,12,14,19,24H,3-5,7,9-11H2/t12?,14-,19-

Standard InChI Key:  RNSZEFVKVVKHGJ-UKAQWRMJSA-N

Molfile:  

 
     RDKit          2D

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    1.4793    1.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7139    0.4890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5370    0.4890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5370    1.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9486    1.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690    1.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841    1.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7725    2.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9460    2.6328    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  1  0
 29 30  1  0
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 28 33  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204820

   ---

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: 471.51

Molecular Weight (Monoisotopic): 471.1377

AlogP: 1.83

#Rotatable Bonds: 5

Polar Surface Area: 100.39

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.02

CX LogP: 0.49

CX LogD: 0.34

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.60

Np Likeness Score: -0.55

References

1. Lu Y, Mann CA, Nolan S, Collins JA, Parker E, Papa J, Vibhute S, Jahanbakhsh S, Thwaites M, Hufnagel D, Hazbón MH, Moreno J, Stedman TT, Wittum T, Wozniak DJ, Osheroff N, Yalowich JC, Mitton-Fry MJ..  (2022)  1,3-Dioxane-Linked Novel Bacterial Topoisomerase Inhibitors: Expanding Structural Diversity and the Antibacterial Spectrum.,  13  (6.0): [PMID:35707162] [10.1021/acsmedchemlett.2c00111]

Source

Source(1):

• Scientific Literature