(1S,2R,3S,4R,5S)-4-(6-amino-9H-purin-9-yl)-1-(hydroxymethyl)bicyclo[3.1.0]hexane-2,3-diol

ID: ALA5274986

Chembl Id: CHEMBL5274986

Max Phase: Preclinical

Molecular Formula: C12H15N5O3

Molecular Weight: 277.28

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@H]1[C@H](O)[C@H](O)[C@@]2(CO)C[C@H]12

Standard InChI:  InChI=1S/C12H15N5O3/c13-10-6-11(15-3-14-10)17(4-16-6)7-5-1-12(5,2-18)9(20)8(7)19/h3-5,7-9,18-20H,1-2H2,(H2,13,14,15)/t5-,7-,8+,9+,12-/m1/s1

Standard InChI Key:  ASKACUUUNFXIND-QSEYIEQOSA-N

Alternative Forms

1. Parent:

   

   ALA5274986

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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: 277.28

Molecular Weight (Monoisotopic): 277.1175

AlogP: -1.32

#Rotatable Bonds: 2

Polar Surface Area: 130.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.24

CX Basic pKa: 3.69

CX LogP: -2.18

CX LogD: -2.18

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.54

Np Likeness Score: 1.21

References

1. Jacobson KA, Salmaso V, Suresh RR, Tosh DK..  (2021)  Expanding the repertoire of methanocarba nucleosides from purinergic signaling to diverse targets.,  12  (11.0): [PMID:34825182] [10.1039/D1MD00167A]

Source

Source(1):

• Scientific Literature