9-anthrylidene-furfurylamine

ID: ALA1927795

PubChem CID: 56838944

Max Phase: Preclinical

Molecular Formula: C20H15NO

Molecular Weight: 285.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 9-Anthrylidene-Furfurylamine | 9-Anthrylidene-Furfurylamine|CHEMBL1927795

Canonical SMILES:  C(=N/Cc1ccco1)\c1c2ccccc2cc2ccccc12

Standard InChI:  InChI=1S/C20H15NO/c1-3-9-18-15(6-1)12-16-7-2-4-10-19(16)20(18)14-21-13-17-8-5-11-22-17/h1-12,14H,13H2/b21-14+

Standard InChI Key:  ZZVGJMMOBCIMDK-KGENOOAVSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   -0.2971   -1.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2982   -2.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162   -3.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144   -1.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1294   -1.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -2.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8450   -3.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8394   -1.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549   -1.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5585   -2.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2773   -3.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9929   -2.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9853   -1.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660   -1.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188   -0.2484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144    0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    0.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128    0.7440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955    1.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6088    2.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8254    1.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  2  3  1  0
 11 12  2  0
  5  6  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
 14  9  1  0
  6  7  1  0
  8 15  1  0
  7 10  2  0
 15 16  2  0
  1  2  2  0
 16 17  1  0
  9  8  2  0
 17 18  1  0
 21 22  1  0
  8  5  1  0
 19 20  1  0
  5  4  2  0
  4  1  1  0
  9 10  1  0
 18 19  1  0
 20 21  2  0
 22 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1927795

   9-Anthrylidene-Furfurylamine

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: 285.35

Molecular Weight (Monoisotopic): 285.1154

AlogP: 5.21

#Rotatable Bonds: 3

Polar Surface Area: 25.50

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.15

CX LogP: 4.69

CX LogD: 4.68

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.37

Np Likeness Score: -0.65

References

1. Kraicheva I, Tsacheva I, Vodenicharova E, Tashev E, Tosheva T, Kril A, Topashka-Ancheva M, Iliev I, Gerasimova Ts, Troev K..  (2012)  Synthesis, antiproliferative activity and genotoxicity of novel anthracene-containing aminophosphonates and a new anthracene-derived Schiff base.,  20  (1): [PMID:22142614] [10.1016/j.bmc.2011.11.024]

2. Sztanke K, Maziarka A, Osinka A, Sztanke M..  (2013)  An insight into synthetic Schiff bases revealing antiproliferative activities in vitro.,  21  (13): [PMID:23673213] [10.1016/j.bmc.2013.04.037]

Source

Source(1):

• Scientific Literature