P1,P4-di-(2-chloro-5'-adenosine) P1,P4-dithio-P2,P3-chloromethylenetetraphosphate sodium salt

ID: ALA3746502

Chembl Id: CHEMBL3746502

PubChem CID: 127040996

Max Phase: Preclinical

Molecular Formula: C21H23Cl3N10Na4O16P4S2

Molecular Weight: 969.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](COP(=O)([S-])OP(=O)([O-])C(Cl)P(=O)([O-])OP(=O)([S-])OC[C@H]2O[C@@H](n3cnc4c(N)nc(Cl)nc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O.[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C21H27Cl3N10O16P4S2.4Na/c22-19-29-13(25)7-15(31-19)33(3-27-7)17-11(37)9(35)5(47-17)1-45-53(43,55)49-51(39,40)21(24)52(41,42)50-54(44,56)46-2-6-10(36)12(38)18(48-6)34-4-28-8-14(26)30-20(23)32-16(8)34;;;;/h3-6,9-12,17-18,21,35-38H,1-2H2,(H,39,40)(H,41,42)(H,43,55)(H,44,56)(H2,25,29,31)(H2,26,30,32);;;;/q;4*+1/p-4/t5-,6-,9-,10-,11-,12-,17-,18-,21?,53?,54?;;;;/m1..../s1

Standard InChI Key:  OXAFQNBTPAGDKL-HWJIPRJHSA-J

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: 969.89

Molecular Weight (Monoisotopic): 967.9064

AlogP: 1.41

#Rotatable Bonds: 14

Polar Surface Area: 384.28

Molecular Species: ACID

HBA: 24

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 26

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.55

CX Basic pKa: 2.61

CX LogP: -1.91

CX LogD: -7.42

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.04

Np Likeness Score: 0.43

References

1. Yanachkov IB, Chang H, Yanachkova MI, Dix EJ, Berny-Lang MA, Gremmel T, Michelson AD, Wright GE, Frelinger AL..  (2016)  New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors.,  107  [PMID:26588064] [10.1016/j.ejmech.2015.10.055]

Source

Source(1):

• Scientific Literature