3'-(9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)biphenyl-4-carboxylic acid

ID: ALA3331380

Chembl Id: CHEMBL3331380

PubChem CID: 118713677

Max Phase: Preclinical

Molecular Formula: C23H21N4O9P

Molecular Weight: 528.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(-c2cccc(-c3ncnc4c3ncn4[C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2)cc1

Standard InChI:  InChI=1S/C23H21N4O9P/c28-19-16(9-35-37(32,33)34)36-22(20(19)29)27-11-26-18-17(24-10-25-21(18)27)15-3-1-2-14(8-15)12-4-6-13(7-5-12)23(30)31/h1-8,10-11,16,19-20,22,28-29H,9H2,(H,30,31)(H2,32,33,34)/t16-,19-,20-,22-/m1/s1

Standard InChI Key:  UUOGQUYTBJZJGC-KREFBHGWSA-N

Alternative Forms

1. Parent:

   

   ALA3331380

   ---

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: 528.41

Molecular Weight (Monoisotopic): 528.1046

AlogP: 1.59

#Rotatable Bonds: 7

Polar Surface Area: 197.35

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.22

CX Basic pKa: 2.93

CX LogP: 0.25

CX LogD: -5.29

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: 0.51

References

1. Amiable C, Paoletti J, Haouz A, Padilla A, Labesse G, Kaminski PA, Pochet S..  (2014)  6-(Hetero)Arylpurine nucleotides as inhibitors of the oncogenic target DNPH1: synthesis, structural studies and cytotoxic activities.,  85  [PMID:25108359] [10.1016/j.ejmech.2014.07.110]

Source

Source(1):

• Scientific Literature