SID26671027

ID: ALA3199406

PubChem CID: 6883559

Max Phase: Preclinical

Molecular Formula: C16H16N4O3

Molecular Weight: 312.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cn1cc(/C=N/NC(=O)CC#N)c2ccccc21

Standard InChI:  InChI=1S/C16H16N4O3/c1-2-23-16(22)11-20-10-12(9-18-19-15(21)7-8-17)13-5-3-4-6-14(13)20/h3-6,9-10H,2,7,11H2,1H3,(H,19,21)/b18-9+

Standard InChI Key:  FKOAZDAVJPLHCT-GIJQJNRQSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    4.1277   -4.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -2.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875    3.7758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500    2.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182    4.3614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6984    6.6507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855   -2.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1812    2.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -2.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    4.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5974   -4.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0553    6.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5241    6.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9752   -5.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0
  1 20  1  0
  2 18  2  0
  3 19  2  0
  4  8  1  0
  4 11  1  0
  4 14  1  0
  5  6  1  0
  5 15  2  0
  6 19  1  0
  7 22  3  0
  8  9  1  0
  8 12  2  0
  9 10  1  0
  9 13  2  0
 10 11  2  0
 10 15  1  0
 12 16  1  0
 13 17  1  0
 14 18  1  0
 16 17  2  0
 19 21  1  0
 20 23  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3199406

   {3-[(2-Cyano-acetyl)-hydrazonomethyl]-indol-1-yl}-acetic acid ethyl ester

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: 312.33

Molecular Weight (Monoisotopic): 312.1222

AlogP: 1.57

#Rotatable Bonds: 6

Polar Surface Area: 96.48

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.84

CX Basic pKa: 1.37

CX LogP: 1.36

CX LogD: 1.35

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.50

Np Likeness Score: -2.14

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays