7-(2,4-Difluorophenyl)-4-aza-7,9-dideazaadenosine

ID: ALA4636054

PubChem CID: 156014155

Max Phase: Preclinical

Molecular Formula: C17H16F2N4O4

Molecular Weight: 378.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnn2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)cc(-c3ccc(F)cc3F)c12

Standard InChI:  InChI=1S/C17H16F2N4O4/c18-7-1-2-8(10(19)3-7)9-4-11(23-13(9)17(20)21-6-22-23)16-15(26)14(25)12(5-24)27-16/h1-4,6,12,14-16,24-26H,5H2,(H2,20,21,22)/t12-,14-,15-,16+/m1/s1

Standard InChI Key:  XCVFQTFAGIWYAN-MIGQKNRLSA-N

Molfile:  

 
     RDKit          2D

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   32.5390  -28.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7934  -27.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1304  -26.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4676  -27.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2365  -28.7670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0227  -28.7681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6861  -27.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5751  -27.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0750  -27.6164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6564  -26.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8351  -26.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9079  -27.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2418  -27.5469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3260  -28.3615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0755  -28.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7417  -28.2112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6543  -27.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3186  -26.9126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1381  -25.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9508  -25.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4323  -25.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1016  -24.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2845  -24.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8066  -24.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9938  -24.7988    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.5824  -23.6472    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 25 20  1  0
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 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4636054

   ---

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: 378.34

Molecular Weight (Monoisotopic): 378.1140

AlogP: 0.41

#Rotatable Bonds: 3

Polar Surface Area: 126.13

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.71

CX Basic pKa: 0.56

CX LogP: 0.29

CX LogD: 0.29

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: 0.01

References

1. Li Q, Groaz E, Persoons L, Daelemans D, Herdewijn P..  (2020)  Synthesis and Antitumor Activity of C-7-Alkynylated and Arylated Pyrrolotriazine C-Ribonucleosides.,  11  (8): [PMID:32832030] [10.1021/acsmedchemlett.0c00269]

Source

Source(1):

• Scientific Literature