ID: ALA4279925

Max Phase: Preclinical

Molecular Formula: C23H49N5O11P2

Molecular Weight: 431.23

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)CC.CCN(CC)CC.CO/N=c1/ccn([C@@H]2O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C11H19N3O11P2.2C6H15N/c1-23-13-7-2-3-14(11(17)12-7)10-9(16)8(15)6(25-10)4-24-27(21,22)5-26(18,19)20;2*1-4-7(5-2)6-3/h2-3,6,8-10,15-16H,4-5H2,1H3,(H,21,22)(H,12,13,17)(H2,18,19,20);2*4-6H2,1-3H3/t6-,8-,9-,10-;;/m1../s1

Standard InChI Key:  DWIWENVDCJRZAM-HJIQGPIZSA-N

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

Properties

Molecular Weight: 431.23

Molecular Weight (Monoisotopic): 431.0495

AlogP: -2.41

#Rotatable Bonds: 7

Polar Surface Area: 213.13

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.98

CX Basic pKa:

CX LogP: -2.27

CX LogD: -6.97

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.20

Np Likeness Score: 0.99

References

1. Toti KS, Jain S, Ciancetta A, Balasubramanian R, Chakraborty S, Surujdin R, Shi ZD, Jacobson KA..  (2017)  Pyrimidine Nucleotides Containing a (S)-Methanocarba Ring as P2Y6 Receptor Agonists.,  8  (10): [PMID:29423136] [10.1039/C7MD00397H]

2. Oliva P, Scortichini M, Dobelmann C, Jain S, Gopinatth V, Toti KS, Phung NB, Junker A, Jacobson KA..  (2021)  Structure-activity relationships of pyrimidine nucleotides containing a 5'-α,β-methylene diphosphonate at the P2Y₆ receptor.,  45  [PMID:34048882] [10.1016/j.bmcl.2021.128137]

Source

Source(1):

• Scientific Literature