N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-naphthamide

ID: ALA1208932

PubChem CID: 18117805

Max Phase: Preclinical

Molecular Formula: C20H17NO3

Molecular Weight: 319.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCc1ccc2c(c1)OCO2)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C20H17NO3/c22-20(17-7-6-15-3-1-2-4-16(15)12-17)21-10-9-14-5-8-18-19(11-14)24-13-23-18/h1-8,11-12H,9-10,13H2,(H,21,22)

Standard InChI Key:  QACYXOPDEIZVJX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -5.0473  -23.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484  -24.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3336  -25.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3354  -23.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6200  -23.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6193  -24.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9040  -25.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1889  -24.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937  -23.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9096  -23.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4818  -23.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648  -23.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4868  -22.6892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0528  -23.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641  -23.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3761  -23.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0912  -23.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761  -22.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676  -22.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7981  -22.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8032  -23.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874  -23.7387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670  -23.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791  -22.4073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 11 12  1  0
  5  6  1  0
 11 13  2  0
  3  6  2  0
 12 14  1  0
  6  7  1  0
 14 15  1  0
  1  2  2  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
 17 21  1  0
  5  4  2  0
 20 18  1  0
  8  9  1  0
 18 19  2  0
 19 16  1  0
 20 21  2  0
  4  1  1  0
  9 10  2  0
 10  5  1  0
  9 11  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1208932

   N-[2-(1,3-benzodioxol-5-yl)ethyl]naphthalene-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: 319.36

Molecular Weight (Monoisotopic): 319.1208

AlogP: 3.54

#Rotatable Bonds: 4

Polar Surface Area: 47.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.55

References

1. Lee S, Jung KY, Park J, Cho JH, Kim YC, Chang S..  (2010)  Synthesis of potent chemical inhibitors of dynamin GTPase.,  20  (16): [PMID:20621477] [10.1016/j.bmcl.2010.06.092]

Source

Source(1):

• Scientific Literature