2',3'-O-cyclohexylidenadenosine-5'-alpha,beta-methylene-triphosphate ammonium salt

ID: ALA4463578

Chembl Id: CHEMBL4463578

PubChem CID: 155529971

Max Phase: Preclinical

Molecular Formula: C17H38N9O12P3

Molecular Weight: 585.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N.N.N.N.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)OP(=O)(O)O)[C@H]2OC3(CCCCC3)O[C@H]21

Standard InChI:  InChI=1S/C17H26N5O12P3.4H3N/c18-14-11-15(20-7-19-14)22(8-21-11)16-13-12(32-17(33-13)4-2-1-3-5-17)10(31-16)6-30-35(23,24)9-36(25,26)34-37(27,28)29;;;;/h7-8,10,12-13,16H,1-6,9H2,(H,23,24)(H,25,26)(H2,18,19,20)(H2,27,28,29);4*1H3/t10-,12-,13-,16-;;;;/m1..../s1

Standard InChI Key:  AKBRTCIGLUNYMV-ORWCUUFYSA-N

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: 585.34

Molecular Weight (Monoisotopic): 585.0791

AlogP: 1.20

#Rotatable Bonds: 8

Polar Surface Area: 247.90

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.03

CX Basic pKa: 4.92

CX LogP: -3.22

CX LogD: -7.89

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.27

Np Likeness Score: 0.67

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