ID: ALA4291244

Max Phase: Preclinical

Molecular Formula: C29H53N5O11P2

Molecular Weight: 507.33

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)CC.CCN(CC)CC.O=c1[nH]/c(=N\OCc2ccccc2)ccn1[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C17H23N3O11P2.2C6H15N/c21-14-12(9-30-33(27,28)10-32(24,25)26)31-16(15(14)22)20-7-6-13(18-17(20)23)19-29-8-11-4-2-1-3-5-11;2*1-4-7(5-2)6-3/h1-7,12,14-16,21-22H,8-10H2,(H,27,28)(H,18,19,23)(H2,24,25,26);2*4-6H2,1-3H3/t12-,14-,15-,16-;;/m1../s1

Standard InChI Key:  HYWYLMGTJKVLKB-BWBFMJMBSA-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: 507.33

Molecular Weight (Monoisotopic): 507.0808

AlogP: -0.83

#Rotatable Bonds: 9

Polar Surface Area: 213.13

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.98

CX Basic pKa:

CX LogP: -0.54

CX LogD: -5.25

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.18

Np Likeness Score: 0.65

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