P,P'-[2-(1H-5,6-Difluorobenzimidazol-1-yl)propylidene]-1,1'-bisphosphonic acid

ID: ALA4459281

Chembl Id: CHEMBL4459281

PubChem CID: 155526409

Max Phase: Preclinical

Molecular Formula: C9H10F2N2O6P2

Molecular Weight: 342.13

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H10F2N2O6P2/c10-5-1-7-8(2-6(5)11)13(4-12-7)3-9(20(14,15)16)21(17,18)19/h1-2,4,9H,3H2,(H2,14,15,16)(H2,17,18,19)

Standard InChI Key:  TUOARNRROAEGKV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4459281

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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: 342.13

Molecular Weight (Monoisotopic): 341.9982

AlogP: 1.00

#Rotatable Bonds: 4

Polar Surface Area: 132.88

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.18

CX Basic pKa: 5.84

CX LogP: -2.63

CX LogD: -5.34

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.61

Np Likeness Score: -1.07

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