7-((4-Fluorophenyl)ethynyl)-4-aza-7,9-dideazaadenosine

ID: ALA4646082

PubChem CID: 156019845

Max Phase: Preclinical

Molecular Formula: C19H17FN4O4

Molecular Weight: 384.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnn2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)cc(C#Cc3ccc(F)cc3)c12

Standard InChI:  InChI=1S/C19H17FN4O4/c20-12-5-2-10(3-6-12)1-4-11-7-13(24-15(11)19(21)22-9-23-24)18-17(27)16(26)14(8-25)28-18/h2-3,5-7,9,14,16-18,25-27H,8H2,(H2,21,22,23)/t14-,16-,17-,18+/m1/s1

Standard InChI Key:  IMJFVNBFWGWDAM-DDBAPUKQSA-N

Molfile:  

 
     RDKit          2D

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   33.1292   -7.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3836   -6.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7206   -6.5045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0578   -6.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8267   -8.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6129   -8.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2763   -6.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1653   -6.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6652   -7.2857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2466   -5.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4253   -5.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4981   -6.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8320   -7.2162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9162   -8.0308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6657   -8.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3319   -7.8805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2445   -7.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9088   -6.5819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7283   -5.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2126   -4.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6949   -3.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5046   -4.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9868   -3.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6567   -2.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8398   -2.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3612   -3.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1381   -1.9963    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 27 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4646082

   ---

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: 384.37

Molecular Weight (Monoisotopic): 384.1234

AlogP: 0.00

#Rotatable Bonds: 2

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: 12.70

CX Basic pKa: ┄

CX LogP: 0.62

CX LogD: 0.62

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -0.04

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