3-(1H-5,6-Difluorobenzimidazol-1-yl)-2-phosphonopropanoic acid

ID: ALA4564870

Chembl Id: CHEMBL4564870

PubChem CID: 155560088

Max Phase: Preclinical

Molecular Formula: C10H9F2N2O5P

Molecular Weight: 306.16

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C(Cn1cnc2cc(F)c(F)cc21)P(=O)(O)O

Standard InChI:  InChI=1S/C10H9F2N2O5P/c11-5-1-7-8(2-6(5)12)14(4-13-7)3-9(10(15)16)20(17,18)19/h1-2,4,9H,3H2,(H,15,16)(H2,17,18,19)

Standard InChI Key:  XWMOZTADYNUFHE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4564870

   ---

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: 306.16

Molecular Weight (Monoisotopic): 306.0217

AlogP: 0.95

#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: 1.55

CX Basic pKa: 5.85

CX LogP: -1.84

CX LogD: -4.92

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: -1.02

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