(3R,4R,5S)-3-(Adenin-9)-yl-4,5-bis(hydroxymetjyl)-1-fluoro-cyclopent-1-ene

ID: ALA4520436

Chembl Id: CHEMBL4520436

PubChem CID: 155541993

Max Phase: Preclinical

Molecular Formula: C12H14FN5O2

Molecular Weight: 279.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@H]1C=C(F)[C@H](CO)[C@H]1CO

Standard InChI:  InChI=1S/C12H14FN5O2/c13-8-1-9(7(3-20)6(8)2-19)18-5-17-10-11(14)15-4-16-12(10)18/h1,4-7,9,19-20H,2-3H2,(H2,14,15,16)/t6-,7-,9+/m1/s1

Standard InChI Key:  NIKWTRQGSKSOFO-BHNWBGBOSA-N

Alternative Forms

1. Parent:

   

   ALA4520436

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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: 279.27

Molecular Weight (Monoisotopic): 279.1132

AlogP: 0.03

#Rotatable Bonds: 3

Polar Surface Area: 110.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.11

CX LogP: -1.60

CX LogD: -1.60

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: 0.51

References

1. Kumamoto H, Imoto S, Amano M, Kuwata-Higashi N, Baba M, Mitsuya H, Odanaka Y, Shimbara Matsubayashi S, Tanaka H, Haraguchi K..  (2018)  Synthesis, Anti-HBV, and Anti-HIV Activities of 3'-Halogenated Bis(hydroxymethyl)-cyclopentenyladenines.,  9  (12): [PMID:30613328] [10.1021/acsmedchemlett.8b00374]

Source

Source(1):

• Scientific Literature