2',3'-O-Bis(4-methoxybenzoyl)-adenosine 5'-(Tetrahydrogene Triphosphate)

ID: ALA5197509

Chembl Id: CHEMBL5197509

PubChem CID: 168284464

Max Phase: Preclinical

Molecular Formula: C26H28N5O17P3

Molecular Weight: 775.45

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)O[C@@H]2[C@H](OC(=O)c3ccc(OC)cc3)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O[C@H]2n2cnc3c(N)ncnc32)cc1

Standard InChI:  InChI=1S/C26H28N5O17P3/c1-41-16-7-3-14(4-8-16)25(32)45-20-18(11-43-50(37,38)48-51(39,40)47-49(34,35)36)44-24(31-13-30-19-22(27)28-12-29-23(19)31)21(20)46-26(33)15-5-9-17(42-2)10-6-15/h3-10,12-13,18,20-21,24H,11H2,1-2H3,(H,37,38)(H,39,40)(H2,27,28,29)(H2,34,35,36)/t18-,20-,21-,24-/m1/s1

Standard InChI Key:  RKFOOQRRMNOARS-UMCMBGNQSA-N

Alternative Forms

1. Parent:

   

   ALA5197509

   ---

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: 775.45

Molecular Weight (Monoisotopic): 775.0693

AlogP: 2.12

#Rotatable Bonds: 14

Polar Surface Area: 309.73

Molecular Species: ACID

HBA: 18

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 22

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.92

CX LogP: -0.68

CX LogD: -5.79

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.09

Np Likeness Score: 0.75

References

1. Isaak A, Dobelmann C, Füsser FT, Erlitz KS, Koch O, Junker A..  (2022)  Unveiling the Structure-Activity Relationships at the Orthosteric Binding Site of P2X Ion Channels: The Route to Selectivity.,  65  (16.0): [PMID:35930402] [10.1021/acs.jmedchem.2c00812]

Source

Source(1):

• Scientific Literature