7-(o-Tolyl)-4-aza-7,9-dideazaadenosine

ID: ALA4645792

PubChem CID: 156019369

Max Phase: Preclinical

Molecular Formula: C18H20N4O4

Molecular Weight: 356.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-c1cc([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)n2ncnc(N)c12

Standard InChI:  InChI=1S/C18H20N4O4/c1-9-4-2-3-5-10(9)11-6-12(22-14(11)18(19)20-8-21-22)17-16(25)15(24)13(7-23)26-17/h2-6,8,13,15-17,23-25H,7H2,1H3,(H2,19,20,21)/t13-,15-,16-,17+/m1/s1

Standard InChI Key:  AUDKPAUBWWNBNO-DZUCGIPZSA-N

Molfile:  

 
     RDKit          2D

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   14.3834   -6.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6377   -5.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9748   -5.3200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3119   -5.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0809   -7.2517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8670   -7.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5305   -5.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4194   -5.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9193   -6.1012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5007   -4.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6794   -4.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7522   -5.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0862   -6.0317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1703   -6.8463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9198   -7.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5861   -6.6960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4986   -5.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1629   -5.3973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9824   -4.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7951   -4.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2767   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9459   -2.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1289   -2.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6509   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8381   -3.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  9  1  1
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M  END

Alternative Forms

1. Parent:

   

   ALA4645792

   ---

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: 356.38

Molecular Weight (Monoisotopic): 356.1485

AlogP: 0.44

#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: 0.62

CX LogP: 0.52

CX LogD: 0.52

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: 0.39

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