ID: ALA2286700

Max Phase: Preclinical

Molecular Formula: C23H28Cl2N10O4

Molecular Weight: 579.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=[N+]([O-])/N=C1/N(CCCCCN2CCN(Cc3ccc(Cl)nc3)/C2=N/[N+](=O)[O-])CCN1Cc1ccc(Cl)nc1

Standard InChI:  InChI=1S/C23H28Cl2N10O4/c24-20-6-4-18(14-26-20)16-32-12-10-30(22(32)28-34(36)37)8-2-1-3-9-31-11-13-33(23(31)29-35(38)39)17-19-5-7-21(25)27-15-19/h4-7,14-15H,1-3,8-13,16-17H2/b28-22-,29-23+

Standard InChI Key:  NLXIWRGESJTRSU-XWFWGDPBSA-N

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

Properties

Molecular Weight: 579.45

Molecular Weight (Monoisotopic): 578.1672

AlogP: 2.98

#Rotatable Bonds: 12

Polar Surface Area: 149.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 0.19

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: -0.63

References

1. KAGABU S, IWAYA K, KONISHI H, SAKAI A, ITAZU Y, KIRIYAMA K, NISHIMURA K.  (2002)  Synthesis of Alkylene-Tethered Bis-Imidacloprid Derivatives as Highly Insecticidal and Nerve-Exciting Agents with Potent Affinity to [3H] Imidacloprid-Binding Sites on Nicotinic Acetylcholine Receptor,  27  (3): [10.1584/jpestics.27.249]

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

Source

Source(1):

• Scientific Literature