(2R,3R,4S,5S)-2-{4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-5-[(1R)-1-(4-chlorophenyl)-1-hydroxyethyl]oxolane-3,4-diol

ID: ALA5281295

Chembl Id: CHEMBL5281295

Max Phase: Preclinical

Molecular Formula: C18H19ClN4O4

Molecular Weight: 390.83

Names and Identifiers

Canonical SMILES:  C[C@@](O)(c1ccc(Cl)cc1)[C@H]1O[C@@H](n2ccc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C18H19ClN4O4/c1-18(26,9-2-4-10(19)5-3-9)14-12(24)13(25)17(27-14)23-7-6-11-15(20)21-8-22-16(11)23/h2-8,12-14,17,24-26H,1H3,(H2,20,21,22)/t12-,13+,14-,17+,18+/m0/s1

Standard InChI Key:  UZELPSNZTZPTEZ-IZOOLLGQSA-N

Alternative Forms

1. Parent:

   

   ALA5281295

   ---

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: 390.83

Molecular Weight (Monoisotopic): 390.1095

AlogP: 1.19

#Rotatable Bonds: 3

Polar Surface Area: 126.65

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.38

CX Basic pKa: 6.51

CX LogP: 1.39

CX LogD: 1.34

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: 0.18

References

1. Fu S, Zheng Q, Zhang D, Lin C, Ouyang L, Zhang J, Chen L..  (2022)  Medicinal chemistry strategies targeting PRMT5 for cancer therapy.,  244  [PMID:36274274] [10.1016/j.ejmech.2022.114842]

Source

Source(1):

• Scientific Literature