(R,S)-(3-Hydroxy-2-methyl-2-(phosphonomethoxy)propy)-guanine Triethylammonium Salt

ID: ALA5182963

PubChem CID: 168280858

Max Phase: Preclinical

Molecular Formula: C16H31N6O6P

Molecular Weight: 333.24

Names and Identifiers

Canonical SMILES:  CC(CO)(Cn1cnc2c(=O)[nH]c(N)nc21)OCP(=O)(O)O.CCN(CC)CC

Standard InChI:  InChI=1S/C10H16N5O6P.C6H15N/c1-10(3-16,21-5-22(18,19)20)2-15-4-12-6-7(15)13-9(11)14-8(6)17;1-4-7(5-2)6-3/h4,16H,2-3,5H2,1H3,(H2,18,19,20)(H3,11,13,14,17);4-6H2,1-3H3

Standard InChI Key:  COBYQEXISMDUIC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.4196   -3.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1378   -2.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7683    1.3319    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.7683    0.5052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4823    0.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5657    1.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8204    2.0418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6305    2.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1858    1.5992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4823    0.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6221    1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 333.24

Molecular Weight (Monoisotopic): 333.0838

AlogP: -1.40

#Rotatable Bonds: 6

Polar Surface Area: 176.58

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.35

CX Basic pKa: 0.36

CX LogP: -3.06

CX LogD: -5.25

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.40

Np Likeness Score: -0.02

References

1. Tan S, Groaz E, Kalkeri R, Ptak R, Korba BE, Herdewijn P..  (2022)  Reshaping an Acyclic Nucleoside Phosphonate into a Selective Anti-hepatitis B Virus Compound.,  65  (13.0): [PMID:35754374] [10.1021/acs.jmedchem.2c00667]

Source

Source(1):

• Scientific Literature