2',3'-O-isopropylidenadenosine-5'-pyromellitic ester

ID: ALA4570607

PubChem CID: 155562454

Max Phase: Preclinical

Molecular Formula: C23H21N5O11

Molecular Weight: 543.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)O[C@@H]2[C@H](O1)[C@@H](COC(=O)c1cc(C(=O)O)c(C(=O)O)cc1C(=O)O)O[C@H]2n1cnc2c(N)ncnc21

Standard InChI:  InChI=1S/C23H21N5O11/c1-23(2)38-14-12(37-18(15(14)39-23)28-7-27-13-16(24)25-6-26-17(13)28)5-36-22(35)11-4-9(20(31)32)8(19(29)30)3-10(11)21(33)34/h3-4,6-7,12,14-15,18H,5H2,1-2H3,(H,29,30)(H,31,32)(H,33,34)(H2,24,25,26)/t12-,14-,15-,18-/m1/s1

Standard InChI Key:  QGLFCVYOHXUGTQ-SCFUHWHPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4570607

   ---

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: 543.45

Molecular Weight (Monoisotopic): 543.1238

AlogP: 0.78

#Rotatable Bonds: 7

Polar Surface Area: 235.51

Molecular Species: ACID

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.03

CX Basic pKa: 4.77

CX LogP: -0.91

CX LogD: -7.97

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.30

Np Likeness Score: 0.48

References

1. Dal Ben D, Buccioni M, Lambertucci C, Marucci G, Spinaci A, Marchenkova A, Abdelrahman A, Nistri A, Müller CE, Volpini R..  (2019)  Investigation on 2',3'-O-Substituted ATP Derivatives and Analogs as Novel P2X3 Receptor Antagonists.,  10  (4): [PMID:30996785] [10.1021/acsmedchemlett.8b00524]

Source

Source(1):

• Scientific Literature