2-{[Bis-(2-hydroxy-ethyl)-amino]-methylene}-malononitrile

ID: ALA56793

Cas Number: 16956-53-9

PubChem CID: 256213

Max Phase: Preclinical

Molecular Formula: C8H11N3O2

Molecular Weight: 181.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC(C#N)=CN(CCO)CCO

Standard InChI:  InChI=1S/C8H11N3O2/c9-5-8(6-10)7-11(1-3-12)2-4-13/h7,12-13H,1-4H2

Standard InChI Key:  OMKRYUHVPHQNPR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 12  0  0  0  0  0  0  0  0999 V2000
    2.1792   -7.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -6.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -7.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -5.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -8.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -7.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -7.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750   -7.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042  -10.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -7.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -8.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -9.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -7.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  3  0
  5  3  3  0
  6  1  2  0
  7  6  1  0
  8 13  1  0
  9 12  1  0
 10  7  1  0
 11  7  1  0
 12 11  1  0
 13 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA56793

   {[Bis(2-hydroxyethyl)amino]methylidene}propanedinitrile

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: 181.19

Molecular Weight (Monoisotopic): 181.0851

AlogP: -0.80

#Rotatable Bonds: 5

Polar Surface Area: 91.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.17

CX LogP: -1.22

CX LogD: -1.22

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.54

Np Likeness Score: -0.69

References

1. Tewari S, Chauhan P, Bhaduri A, Singh S, Fatma N, Chatterjee R, Srivastava V.  (1997)  1,1-Dicyano-2-substituted ethylenes: A new class of glucose uptake inhibitors in antifilarial chemotherapy,  7  (14): [10.1016/S0960-894X(97)00322-3]

Source

Source(1):

• Scientific Literature