(2,4,6-Trimethyl-3-phosphonomethyl-benzyl)-phosphonic acid

ID: ALA149729

Chembl Id: CHEMBL149729

PubChem CID: 10828583

Max Phase: Preclinical

Molecular Formula: C11H18O6P2

Molecular Weight: 308.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(CP(=O)(O)O)c(C)c1CP(=O)(O)O

Standard InChI:  InChI=1S/C11H18O6P2/c1-7-4-8(2)11(6-19(15,16)17)9(3)10(7)5-18(12,13)14/h4H,5-6H2,1-3H3,(H2,12,13,14)(H2,15,16,17)

Standard InChI Key:  MDPYVBOHVUIYNY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA149729

   [2,4,6-Trimethyl-3-(phosphonomethyl)phenyl]methylphosphonic acid

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

Calculated Properties

Molecular Weight: 308.21

Molecular Weight (Monoisotopic): 308.0579

AlogP: 1.97

#Rotatable Bonds: 4

Polar Surface Area: 115.06

Molecular Species: ACID

HBA: 2

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.43

CX Basic pKa: ┄

CX LogP: 0.62

CX LogD: -4.11

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.63

Np Likeness Score: 0.03

References

1. Caplan NA, Pogson CI, Hayes DJ, Blackburn GM..  (1998)  Novel bisphosphonate inhibitors of phosphoglycerate kinase.,  8  (5): [PMID:9871609] [10.1016/s0960-894x(98)00059-6]

Source

Source(1):

• Scientific Literature