3-(1H-Benzimidazol-1-yl)-2-methyl-2-phosphonopropanoic acid

ID: ALA4514446

Chembl Id: CHEMBL4514446

PubChem CID: 155539327

Max Phase: Preclinical

Molecular Formula: C11H13N2O5P

Molecular Weight: 284.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(Cn1cnc2ccccc21)(C(=O)O)P(=O)(O)O

Standard InChI:  InChI=1S/C11H13N2O5P/c1-11(10(14)15,19(16,17)18)6-13-7-12-8-4-2-3-5-9(8)13/h2-5,7H,6H2,1H3,(H,14,15)(H2,16,17,18)

Standard InChI Key:  QUDUQQDLBUPHAQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4514446

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.21

Molecular Weight (Monoisotopic): 284.0562

AlogP: 1.06

#Rotatable Bonds: 4

Polar Surface Area: 112.65

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.50

CX Basic pKa: 5.63

CX LogP: -1.85

CX LogD: -4.97

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: -0.72

References

1. Bhuiyan NH, Varney ML, Wiemer DF, Holstein SA..  (2019)  Novel benzimidazole phosphonates as potential inhibitors of protein prenylation.,  29  (24): [PMID:31699606] [10.1016/j.bmcl.2019.126757]

Source

Source(1):

• Scientific Literature