N-(3,4-dihydroxybenzyl)-4,5-dimethylfuran-2-carboxamide

ID: ALA599476

Chembl Id: CHEMBL599476

PubChem CID: 25199543

Max Phase: Preclinical

Molecular Formula: C14H15NO4

Molecular Weight: 261.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)NCc2ccc(O)c(O)c2)oc1C

Standard InChI:  InChI=1S/C14H15NO4/c1-8-5-13(19-9(8)2)14(18)15-7-10-3-4-11(16)12(17)6-10/h3-6,16-17H,7H2,1-2H3,(H,15,18)

Standard InChI Key:  MVGGHOKPKRVPIN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA599476

   N-(3,4-dihydroxybenzyl)-4,5-dimethylfuran-2-carboxamide

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: 261.28

Molecular Weight (Monoisotopic): 261.1001

AlogP: 2.24

#Rotatable Bonds: 3

Polar Surface Area: 82.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.25

CX Basic pKa: ┄

CX LogP: 1.94

CX LogD: 1.93

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.74

Np Likeness Score: -0.55

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. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays