SID103074691

ID: ALA2006724

PubChem CID: 49789992

Max Phase: Preclinical

Molecular Formula: C20H20N2O4

Molecular Weight: 352.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C(=O)NCC2CC2)Cc2c(-c3ccc4c(c3)OCO4)ccnc2O1

Standard InChI:  InChI=1S/C20H20N2O4/c1-20(19(23)22-10-12-2-3-12)9-15-14(6-7-21-18(15)26-20)13-4-5-16-17(8-13)25-11-24-16/h4-8,12H,2-3,9-11H2,1H3,(H,22,23)

Standard InChI Key:  DDLQAUMNWQKWMS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    1.6465   -2.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8245   -0.1973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8245    1.1376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274   -3.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324   -1.1798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986   -3.7155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8260   -2.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035   -1.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8180   -1.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1035   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904   -1.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173   -3.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8180    0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399    0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399    0.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159   -2.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890    0.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254    1.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3095    0.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0899   -4.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6288   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0488   -5.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -4.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0
  1  9  1  0
  2 15  1  0
  2 22  1  0
  3 17  1  0
  3 22  1  0
  4 13  2  0
  5  9  1  0
  5 20  2  0
  6 13  1  0
  6 23  1  0
  7 11  1  0
  7 13  1  0
  7 18  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 10 12  1  0
 10 14  2  0
 12 16  1  0
 12 19  2  0
 14 20  1  0
 15 16  2  0
 15 17  1  0
 17 21  2  0
 19 21  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2006724

   4-(1,3-benzodioxol-5-yl)-N-(cyclopropylmethyl)-2-methyl-3H-furo[2,3-b]pyridine-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: 352.39

Molecular Weight (Monoisotopic): 352.1423

AlogP: 2.70

#Rotatable Bonds: 4

Polar Surface Area: 69.68

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.70

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.92

Np Likeness Score: -0.10

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays