ID: ALA3350247

Max Phase: Preclinical

Molecular Formula: C17H19ClN5O4P

Molecular Weight: 423.80

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2CCOC[P@]1(=O)OCC[C@H](c2cccc(Cl)c2)O1

Standard InChI:  InChI=1S/C17H19ClN5O4P/c18-13-3-1-2-12(8-13)14-4-6-26-28(24,27-14)11-25-7-5-23-10-22-15-16(19)20-9-21-17(15)23/h1-3,8-10,14H,4-7,11H2,(H2,19,20,21)/t14-,28+/m1/s1

Standard InChI Key:  GWNHAOBXDGOXRR-SUMNFNSASA-N

Molecule Features

Natural Product: Yes

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: 423.80

Molecular Weight (Monoisotopic): 423.0863

AlogP: 3.41

#Rotatable Bonds: 6

Polar Surface Area: 114.38

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.75

CX LogP: 1.81

CX LogD: 1.81

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -0.70

References

1. Reddy KR, Matelich MC, Ugarkar BG, Gómez-Galeno JE, DaRe J, Ollis K, Sun Z, Craigo W, Colby TJ, Fujitaki JM, Boyer SH, van Poelje PD, Erion MD..  (2008)  Pradefovir: a prodrug that targets adefovir to the liver for the treatment of hepatitis B.,  51  (3): [PMID:18173234] [10.1021/jm7012216]

Source

Source(1):

• Scientific Literature