2',3'-O-methylidenadenosine-5'-triphosphate ammonium salt

ID: ALA4561510

PubChem CID: 155559078

Max Phase: Preclinical

Molecular Formula: C11H28N9O13P3

Molecular Weight: 519.19

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N.N.N.N.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@H]2OCO[C@H]21

Standard InChI:  InChI=1S/C11H16N5O13P3.4H3N/c12-9-6-10(14-2-13-9)16(3-15-6)11-8-7(24-4-25-8)5(27-11)1-26-31(20,21)29-32(22,23)28-30(17,18)19;;;;/h2-3,5,7-8,11H,1,4H2,(H,20,21)(H,22,23)(H2,12,13,14)(H2,17,18,19);4*1H3/t5-,7-,8-,11-;;;;/m1..../s1

Standard InChI Key:  JUSWNBNJCUGXNH-WHEJUCFXSA-N

Molfile:  

     RDKit          2D

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   42.2174   -7.2536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

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: 519.19

Molecular Weight (Monoisotopic): 518.9957

AlogP: -0.61

#Rotatable Bonds: 8

Polar Surface Area: 257.13

Molecular Species: ACID

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.92

CX LogP: -4.13

CX LogD: -9.24

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: 1.14

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