(2R,3R,4S,5R)-2-(4-amino-5-(phenylthio)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

ID: ALA3735921

Chembl Id: CHEMBL3735921

PubChem CID: 127037304

Max Phase: Preclinical

Molecular Formula: C17H18N4O4S

Molecular Weight: 374.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(Sc1ccccc1)cn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C17H18N4O4S/c18-15-12-11(26-9-4-2-1-3-5-9)6-21(16(12)20-8-19-15)17-14(24)13(23)10(7-22)25-17/h1-6,8,10,13-14,17,22-24H,7H2,(H2,18,19,20)/t10-,13-,14-,17-/m1/s1

Standard InChI Key:  IVGSKJXQXUAXHI-IWCJZZDYSA-N

Alternative Forms

1. Parent:

   

   ALA3735921

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 374.42

Molecular Weight (Monoisotopic): 374.1049

AlogP: 0.78

#Rotatable Bonds: 4

Polar Surface Area: 126.65

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.46

CX Basic pKa: 6.00

CX LogP: 0.91

CX LogD: 0.89

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: 0.37

References

1. Klecka M, Slavetinska LP, Tloustova E, Dzubak P, Hajduch M, Hocek M.  (2015)  Synthesis and cytostatic activity of 7-arylsulfanyl-7-deazapurine bases and ribonucleosides,  6  (4): [10.1039/C4MD00492B]

Source

Source(1):

• Scientific Literature