ID: ALA1651838

Max Phase: Preclinical

Molecular Formula: C7H7Cl2O3P

Molecular Weight: 241.01

Molecule Type: Small molecule

Representations

Synonyms (2): (3,4-Dichlorophenyl)Methylphosphonic Acid | 3,4-Dichlorobenzylphosphonic Acid
Synonyms from Alternative Forms(2):

Canonical SMILES:  O=P(O)(O)Cc1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C7H7Cl2O3P/c8-6-2-1-5(3-7(6)9)4-13(10,11)12/h1-3H,4H2,(H2,10,11,12)

Standard InChI Key:  QOTZMNSNGYSYQL-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: 241.01

Molecular Weight (Monoisotopic): 239.9510

AlogP: 2.67

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 1

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.73

CX Basic pKa:

CX LogP: 1.67

CX LogD: -0.69

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.78

Np Likeness Score: -0.57

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]

3. Agapkina J, Yanvarev D, Anisenko A, Korolev S, Vepsäläinen J, Kochetkov S, Gottikh M..  (2014)  Specific features of HIV-1 integrase inhibition by bisphosphonate derivatives.,  73  [PMID:24378711] [10.1016/j.ejmech.2013.11.028]

Source

Source(1):

• Scientific Literature