N,N'-(3,3'-(octane-1,8-diyl)bis(1-((6-chloropyridin-3-yl)methyl)imidazolidin-3-yl-2-ylidene))dinitramide

ID: ALA2288393

PubChem CID: 20770752

Max Phase: Preclinical

Molecular Formula: C26H34Cl2N10O4

Molecular Weight: 621.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])/N=C1/N(CCCCCCCCN2CCN(Cc3ccc(Cl)nc3)/C2=N/[N+](=O)[O-])CCN1Cc1ccc(Cl)nc1

Standard InChI:  InChI=1S/C26H34Cl2N10O4/c27-23-9-7-21(17-29-23)19-35-15-13-33(25(35)31-37(39)40)11-5-3-1-2-4-6-12-34-14-16-36(26(34)32-38(41)42)20-22-8-10-24(28)30-18-22/h7-10,17-18H,1-6,11-16,19-20H2/b31-25-,32-26+

Standard InChI Key:  GQNWLGZVGCWAPK-IEPGDLOPSA-N

Molfile:  

     RDKit          2D

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    4.8581  -21.2710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  2  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  3 10  1  0
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 11 12  2  0
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 14 17  1  0
 18 19  2  0
 19 20  1  0
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 21 22  1  0
 22 23  2  0
 23 18  1  0
 23 24  1  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 26  1  0
 27 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 28 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42  1  1  0
M  CHG  4   7   1   9  -1  32   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2288393

   (NZ)-N-[1-[(6-chloropyridin-3-yl)methyl]-3-[8-[(2E)-3-[(6-chloropyridin-3-yl)methyl]-2-nitroiminoimidazolidin-1-yl]octyl]imidazolidin-2-ylidene]nitramide

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: 621.53

Molecular Weight (Monoisotopic): 620.2142

AlogP: 4.15

#Rotatable Bonds: 15

Polar Surface Area: 149.74

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.21

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.12

Np Likeness Score: -0.58

References

1. Kagabu S.  (2008)  Pharmacophore of neonicotinoid insecticides,  33  (1): [10.1584/jpestics.R07-05]

Source

Source(1):

• Scientific Literature