4-Amino-5-(4-chlorophenyl)-N7-(3'-deoxy-beta-D-ribofuranosyl)-pyrrolo[2,3-d]pyrimidine

ID: ALA4468336

Chembl Id: CHEMBL4468336

PubChem CID: 138579672

Max Phase: Preclinical

Molecular Formula: C17H17ClN4O3

Molecular Weight: 360.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1c(-c1ccc(Cl)cc1)cn2[C@@H]1O[C@H](CO)C[C@H]1O

Standard InChI:  InChI=1S/C17H17ClN4O3/c18-10-3-1-9(2-4-10)12-6-22(16-14(12)15(19)20-8-21-16)17-13(24)5-11(7-23)25-17/h1-4,6,8,11,13,17,23-24H,5,7H2,(H2,19,20,21)/t11-,13+,17+/m0/s1

Standard InChI Key:  VWKWGPKQJWWWTP-XTQGRXLLSA-N

Alternative Forms

1. Parent:

   

   ALA4468336

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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: 360.80

Molecular Weight (Monoisotopic): 360.0989

AlogP: 1.97

#Rotatable Bonds: 3

Polar Surface Area: 106.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.53

CX Basic pKa: 6.37

CX LogP: 1.66

CX LogD: 1.62

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: 0.51

References

1. Hulpia F, Van Hecke K, França da Silva C, da Gama Jaen Batista D, Maes L, Caljon G, de Nazaré C Soeiro M, Van Calenbergh S..  (2018)  Discovery of Novel 7-Aryl 7-Deazapurine 3'-Deoxy-ribofuranosyl Nucleosides with Potent Activity against Trypanosoma cruzi.,  61  (20): [PMID:30234983] [10.1021/acs.jmedchem.8b00999]

Source

Source(1):

• Scientific Literature