ID: ALA1651840

Max Phase: Preclinical

Molecular Formula: C6H8NO3P

Molecular Weight: 173.11

Molecule Type: Small molecule

Representations

Synonyms (1): Pyridin-4-ylmethylphosphonic acid
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=P(O)(O)Cc1ccncc1

Standard InChI:  InChI=1S/C6H8NO3P/c8-11(9,10)5-6-1-3-7-4-2-6/h1-4H,5H2,(H2,8,9,10)

Standard InChI Key:  FMAPICFMLRVVSP-UHFFFAOYSA-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: 173.11

Molecular Weight (Monoisotopic): 173.0242

AlogP: 0.76

#Rotatable Bonds: 2

Polar Surface Area: 70.42

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.72

CX Basic pKa: 5.04

CX LogP: -2.59

CX LogD: -3.05

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.65

Np Likeness Score: -0.25

References

1. Deng L, Endo K, Kato M, Cheng G, Yajima S, Song Y..  (2011)  Structures of 1-Deoxy-D-Xylulose-5-Phosphate Reductoisomerase/Lipophilic Phosphonate Complexes.,  2  (2): [PMID:21379374] [10.1021/ml100243r]

2. Deng L, Diao J, Chen P, Pujari V, Yao Y, Cheng G, Crick DC, Prasad BV, Song Y..  (2011)  Inhibition of 1-deoxy-D-xylulose-5-phosphate reductoisomerase by lipophilic phosphonates: SAR, QSAR, and crystallographic studies.,  54  (13): [PMID:21561155] [10.1021/jm200363d]

Source

Source(1):

• Scientific Literature