SID26665948

ID: ALA1601359

PubChem CID: 1399798

Max Phase: Preclinical

Molecular Formula: C21H26N4O3

Molecular Weight: 382.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1C(=O)NC(=O)/C(=C(/C)NC2CCN(Cc3ccccc3)CC2)C1=O

Standard InChI:  InChI=1S/C21H26N4O3/c1-3-11-25-20(27)18(19(26)23-21(25)28)15(2)22-17-9-12-24(13-10-17)14-16-7-5-4-6-8-16/h3-8,17,22H,1,9-14H2,2H3,(H,23,26,28)/b18-15+

Standard InChI Key:  LRKBSBCFXARQKE-OBGWFSINSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    1.8330    1.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041   -1.1284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249    1.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041    1.3466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    0.1091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8330   -1.1284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -2.3659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    0.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1185    0.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041   -0.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8330   -0.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    0.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041    2.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475   -1.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475    0.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475   -2.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2620   -1.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2620   -2.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -1.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    2.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6909   -2.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6909   -3.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054   -4.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -4.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    3.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4054   -4.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9764   -4.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6909   -5.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0
  2 10  2  0
  3 12  2  0
  4  9  1  0
  4 12  1  0
  4 13  1  0
  5 10  1  0
  5 12  1  0
  6 11  1  0
  6 14  1  0
  7 18  1  0
  7 19  1  0
  7 21  1  0
  8  9  1  0
  8 10  1  0
  8 11  2  0
 11 15  1  0
 13 20  1  0
 14 16  1  0
 14 17  1  0
 16 18  1  0
 17 19  1  0
 20 25  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 23 26  1  0
 24 27  2  0
 26 28  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1601359

   (5E)-5-[1-[(1-benzylpiperidin-4-yl)amino]ethylidene]-1-prop-2-enyl-1,3-diazinane-2,4,6-trione

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: 382.46

Molecular Weight (Monoisotopic): 382.2005

AlogP: 1.78

#Rotatable Bonds: 6

Polar Surface Area: 81.75

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.03

CX Basic pKa: 8.84

CX LogP: -0.59

CX LogD: -0.68

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -1.24

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays