4-Morpholino-N7-(beta-D-ribauranosyl)-pyrrol[2,3-d]pyrimidine

ID: ALA5194808

PubChem CID: 168287114

Max Phase: Preclinical

Molecular Formula: C15H20N4O5

Molecular Weight: 336.35

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](n2ccc3c(N4CCOCC4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C15H20N4O5/c20-7-10-11(21)12(22)15(24-10)19-2-1-9-13(16-8-17-14(9)19)18-3-5-23-6-4-18/h1-2,8,10-12,15,20-22H,3-7H2/t10-,11-,12-,15-/m1/s1

Standard InChI Key:  CIUNFGKKZJUFCN-RTWAVKEYSA-N

Molfile:  

 
     RDKit          2D

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   -2.2899   -0.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3531   -0.0328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314   -0.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7670   -1.0414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0722   -0.4602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7368    0.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2216    0.9607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8861    1.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1918    2.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5274    1.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0424    0.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9164    0.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    1.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5194808

   ---

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: 336.35

Molecular Weight (Monoisotopic): 336.1434

AlogP: -1.12

#Rotatable Bonds: 3

Polar Surface Area: 113.10

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.46

CX Basic pKa: 6.09

CX LogP: -0.56

CX LogD: -0.58

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: 0.06

References

1. Lin C, Jaén Batista DDG, Mazzeti AL, Donola Girão R, de Oliveira GM, Karalic I, Hulpia F, Soeiro MNC, Maes L, Caljon G, Van Calenbergh S..  (2022)  N⁶-modification of 7-Deazapurine nucleoside analogues as Anti-Trypanosoma cruzi and anti-Leishmania agents: Structure-activity relationship exploration and In vivo evaluation.,  231  [PMID:35144125] [10.1016/j.ejmech.2022.114165]

Source

Source(1):

• Scientific Literature