4-(2-aminoethyl)-2-hydroxyphenyl 2-naphthoate

ID: ALA1208994

PubChem CID: 49862115

Max Phase: Preclinical

Molecular Formula: C19H17NO3

Molecular Weight: 307.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCc1ccc(OC(=O)c2ccc3ccccc3c2)c(O)c1

Standard InChI:  InChI=1S/C19H17NO3/c20-10-9-13-5-8-18(17(21)11-13)23-19(22)16-7-6-14-3-1-2-4-15(14)12-16/h1-8,11-12,21H,9-10,20H2

Standard InChI Key:  IZZAHRDTHBVAOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.3402  -27.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3391  -28.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0539  -29.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0521  -27.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7675  -27.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7682  -28.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4835  -29.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1986  -28.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1938  -27.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4779  -27.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9057  -27.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6227  -27.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9007  -26.6767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3347  -27.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0494  -27.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7608  -27.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7562  -26.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0343  -26.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3257  -26.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4676  -26.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1851  -26.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8965  -26.2342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0522  -28.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  1  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  2  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
 19 14  1  0
  4  1  1  0
 17 20  1  0
  9 10  2  0
 20 21  1  0
 10  5  1  0
 21 22  1  0
 15 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1208994

   [4-(2-Aminoethyl)-2-hydroxyphenyl] naphthalene-2-carboxylate

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: 307.35

Molecular Weight (Monoisotopic): 307.1208

AlogP: 3.27

#Rotatable Bonds: 4

Polar Surface Area: 72.55

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.39

CX Basic pKa: 9.64

CX LogP: 4.01

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: 0.29

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