N-(4-hydroxy-3-methoxyphenethyl)-2-naphthamide

ID: ALA1208992

PubChem CID: 49862113

Max Phase: Preclinical

Molecular Formula: C20H19NO3

Molecular Weight: 321.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CCNC(=O)c2ccc3ccccc3c2)ccc1O

Standard InChI:  InChI=1S/C20H19NO3/c1-24-19-12-14(6-9-18(19)22)10-11-21-20(23)17-8-7-15-4-2-3-5-16(15)13-17/h2-9,12-13,22H,10-11H2,1H3,(H,21,23)

Standard InChI Key:  SGOULUIXJYMTQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.4944  -23.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4932  -24.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2081  -25.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2063  -23.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9216  -23.8588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9224  -24.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6377  -25.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3527  -24.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3480  -23.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6321  -23.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0599  -23.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7769  -23.8432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0549  -22.6101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4888  -23.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2058  -23.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9177  -23.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6329  -23.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3443  -23.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3398  -22.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6178  -22.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9093  -22.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0512  -22.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0611  -23.8215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0657  -24.6465    0.0000 C   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
  5  4  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  4  1  1  0
 19 20  1  0
  9 10  2  0
 20 21  2  0
 21 16  1  0
 10  5  1  0
 19 22  1  0
 18 23  1  0
  9 11  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1208992

   N-[2-(4-hydroxy-3-methoxyphenyl)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: 321.38

Molecular Weight (Monoisotopic): 321.1365

AlogP: 3.53

#Rotatable Bonds: 5

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.95

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -0.27

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