ID: ALA4786598

Max Phase: Preclinical

Molecular Formula: C18H27ClN5O9P

Molecular Weight: 523.87

Molecule Type: Unknown

Representations

Canonical SMILES:  O=P(O)(O)C(CO)(CO)OC[C@H]1O[C@@H](n2ncc3c(NC4CCCC4)nc(Cl)nc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C18H27ClN5O9P/c19-17-22-14(21-9-3-1-2-4-9)10-5-20-24(15(10)23-17)16-13(28)12(27)11(33-16)6-32-18(7-25,8-26)34(29,30)31/h5,9,11-13,16,25-28H,1-4,6-8H2,(H,21,22,23)(H2,29,30,31)/t11-,12-,13-,16-/m1/s1

Standard InChI Key:  YWQNNQIKQYXPIC-BRXULGCHSA-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

Properties

Molecular Weight: 523.87

Molecular Weight (Monoisotopic): 523.1235

AlogP: -0.67

#Rotatable Bonds: 9

Polar Surface Area: 212.54

Molecular Species: ACID

HBA: 12

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.16

CX Basic pKa: 0.78

CX LogP: -1.85

CX LogD: -3.60

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.16

Np Likeness Score: -0.13

References

1. Du X,Moore J,Blank BR,Eksterowicz J,Sutimantanapi D,Yuen N,Metzger T,Chan B,Huang T,Chen X,Chen Y,Duong F,Kong W,Chang JH,Sun J,Zavorotinskaya T,Ye Q,Junttila MR,Ndubaku C,Friedman LS,Fantin VR,Sun D.  (2020)  Orally Bioavailable Small-Molecule CD73 Inhibitor (OP-5244) Reverses Immunosuppression through Blockade of Adenosine Production.,  63  (18): [PMID:32865411] [10.1021/acs.jmedchem.0c01086]

Source

Source(1):

• Scientific Literature