(1E)-N-ethyl-N'-[(1E)-1-(ethylamino)propylidene]propanehydrazonamide; 2-hydroxypropane-1,2,3-tricarboxylic acid

ID: ALA107859

PubChem CID: 23167693

Max Phase: Preclinical

Molecular Formula: C16H30N4O7

Molecular Weight: 198.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC/N=C(/CC)NN/C(CC)=N/CC.O=C(O)CC(O)(CC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C10H22N4.C6H8O7/c1-5-9(11-7-3)13-14-10(6-2)12-8-4;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-8H2,1-4H3,(H,11,13)(H,12,14);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

Standard InChI Key:  DWAQWFPHOCDAKV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 25  0  0  0  0  0  0  0  0999 V2000
    1.5542    2.4458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417    2.0333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    2.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    2.4458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958    2.0333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667    1.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    3.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958    1.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958    3.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042    2.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1875   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -1.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917   -0.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -4.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458   -1.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125   -2.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8375   -1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250   -3.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1667   -2.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  4  2  0
  6  3  2  0
  7  4  1  0
  8  3  1  0
  9  5  1  0
 10  6  1  0
 11  8  1  0
 12  7  1  0
 13  9  1  0
 14 10  1  0
 16 15  1  0
 17 15  1  0
 18 15  1  0
 19 17  1  0
 20 16  1  0
 21 18  2  0
 22 20  2  0
 23 19  2  0
 24 15  1  0
 25 18  1  0
 26 20  1  0
 27 19  1  0
M  END

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: 198.31

Molecular Weight (Monoisotopic): 198.1844

AlogP: 1.74

#Rotatable Bonds: 4

Polar Surface Area: 48.78

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.77

CX LogP: 1.21

CX LogD: -2.38

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.41

Np Likeness Score: -0.41

References

1. Srivastava SK, Chauhan PM, Bhaduri AP, Murthy PK, Chatterjee RK..  (2000)  Secondary amines as new pharmacophores for macrofilaricidal drug design.,  10  (4): [PMID:10714488] [10.1016/s0960-894x(99)00687-3]

Source

Source(1):

• Scientific Literature