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

ID: ALA4460301

Chembl Id: CHEMBL4460301

PubChem CID: 155528021

Max Phase: Preclinical

Molecular Formula: C12H15N2O5P

Molecular Weight: 298.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc2ncn(CC(C(=O)O)P(=O)(O)O)c2cc1C

Standard InChI:  InChI=1S/C12H15N2O5P/c1-7-3-9-10(4-8(7)2)14(6-13-9)5-11(12(15)16)20(17,18)19/h3-4,6,11H,5H2,1-2H3,(H,15,16)(H2,17,18,19)

Standard InChI Key:  KLWGAEZHEYXBGT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4460301

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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: 298.24

Molecular Weight (Monoisotopic): 298.0719

AlogP: 1.28

#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: 6.25

CX LogP: -1.10

CX LogD: -3.83

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: -0.70

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