(-)-9-[c-4,t-5-bis(hydroxymethyl)-cyclopent-2-enr-1-yl]-9H-adenine

ID: ALA4446304

Chembl Id: CHEMBL4446304

Cas Number: 143678-59-5

PubChem CID: 454900

Max Phase: Preclinical

Molecular Formula: C12H15N5O2

Molecular Weight: 261.29

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H15N5O2/c13-11-10-12(15-5-14-11)17(6-16-10)9-2-1-7(3-18)8(9)4-19/h1-2,5-9,18-19H,3-4H2,(H2,13,14,15)/t7-,8-,9-/m1/s1

Standard InChI Key:  ZGCLIXGLQFSZRB-IWSPIJDZSA-N

Alternative Forms

1. Parent:

   

   ALA4446304

   [(1S,4R,5R)-4-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopent-2-en-1-yl]methanol

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: 261.29

Molecular Weight (Monoisotopic): 261.1226

AlogP: -0.26

#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: -1.26

CX LogD: -1.26

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.66

Np Likeness Score: 0.92

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