ID: ALA2012687

Max Phase: Preclinical

Molecular Formula: C18H17ClFN5O2

Molecular Weight: 389.82

Molecule Type: Small molecule

Representations

Canonical SMILES:  O[C@@H]1[C@H](O)[C@@H]2C[C@@H]2[C@H]1n1cnc2c(NCc3ccccc3F)nc(Cl)nc21

Standard InChI:  InChI=1S/C18H17ClFN5O2/c19-18-23-16(21-6-8-3-1-2-4-11(8)20)12-17(24-18)25(7-22-12)13-9-5-10(9)14(26)15(13)27/h1-4,7,9-10,13-15,26-27H,5-6H2,(H,21,23,24)/t9-,10+,13+,14+,15-/m0/s1

Standard InChI Key:  VPBQQBZHAFGKAF-HLXQIYJLSA-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: 389.82

Molecular Weight (Monoisotopic): 389.1055

AlogP: 2.14

#Rotatable Bonds: 4

Polar Surface Area: 96.09

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.35

CX Basic pKa: 1.73

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.59

References

1. Tosh DK, Phan K, Deflorian F, Wei Q, Gao ZG, Jacobson KA..  (2011)  Truncated (N)-Methanocarba Nucleosides as A(1) Adenosine Receptor Agonists and Partial Agonists: Overcoming Lack of a Recognition Element.,  2  (8): [PMID:21858244] [10.1021/ml200114q]

2. Tosh DK,Toti KS,Hurst BL,Julander JG,Jacobson KA.  (2020)  Structure activity relationship of novel antiviral nucleosides against Enterovirus A71.,  30  (23): [PMID:33031923] [10.1016/j.bmcl.2020.127599]

Source

Source(1):

• Scientific Literature