5-(6-Amino-2-bromo-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-ol

ID: ALA2112190

Chembl Id: CHEMBL2112190

PubChem CID: 71452675

Max Phase: Preclinical

Molecular Formula: C10H12BrN5O3

Molecular Weight: 330.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(Br)nc2c1ncn2[C@@H]1C[C@@H](O)[C@H](CO)O1

Standard InChI:  InChI=1S/C10H12BrN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m1/s1

Standard InChI Key:  UYDKYWTWCPKLJR-SRQIZXRXSA-N

Alternative Forms

1. Parent:

   

   ALA2112190

   (2S,3R,5S)-5-(6-amino-2-bromopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 330.14

Molecular Weight (Monoisotopic): 329.0124

AlogP: -0.19

#Rotatable Bonds: 2

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 2.09

CX LogP: -0.13

CX LogD: -0.13

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.65

Np Likeness Score: 0.88

References

1. Kazimierczuk Z, Vilpo J, Hildebrand C, Wright G..  (1990)  Synthesis and cytotoxicity of deoxyadenosine analogues: isomer distribution in the sodium salt glycosylation of 2,6-disubstituted purines.,  33  (6): [PMID:2342062] [10.1021/jm00168a023]

Source

Source(1):

• Scientific Literature