1-(3,4-dihydroxyphenyl)-2-(2-methyl-1H-benzo[d]imidazol-1-yl)ethanone

ID: ALA597055

Chembl Id: CHEMBL597055

PubChem CID: 25067496

Max Phase: Preclinical

Molecular Formula: C16H14N2O3

Molecular Weight: 282.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccccc2n1CC(=O)c1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C16H14N2O3/c1-10-17-12-4-2-3-5-13(12)18(10)9-16(21)11-6-7-14(19)15(20)8-11/h2-8,19-20H,9H2,1H3

Standard InChI Key:  BSXRJIBWLOPQGM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA597055

   1-(3,4-Dihydroxyphenyl)-2-(2-methyl-1-benzimidazolyl)ethanone

2. Alternative Forms:

   

   ALA597055

   CID 25067495

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: 282.30

Molecular Weight (Monoisotopic): 282.1004

AlogP: 2.64

#Rotatable Bonds: 3

Polar Surface Area: 75.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.85

CX Basic pKa: 6.10

CX LogP: 2.12

CX LogD: 2.08

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: -0.94

References

1. Lanier M, Sergienko E, Simão AM, Su Y, Chung T, Millán JL, Cashman JR..  (2010)  Design and synthesis of selective inhibitors of placental alkaline phosphatase.,  18  (2): [PMID:20031422] [10.1016/j.bmc.2009.12.012]

2. Bassi G, Favalli N, Pellegrino C, Onda Y, Scheuermann J, Cazzamalli S, Manz MG, Neri D..  (2021)  Specific Inhibitor of Placental Alkaline Phosphatase Isolated from a DNA-Encoded Chemical Library Targets Tumor of the Female Reproductive Tract.,  64  (21.0): [PMID:34709820] [10.1021/acs.jmedchem.1c01103]

Source

Source(1):

• Scientific Literature