ID: ALA2286699

Max Phase: Preclinical

Molecular Formula: C27H36Cl2N10O4

Molecular Weight: 635.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=[N+]([O-])/N=C1/N(CCCCCCCCCN2CCN(Cc3ccc(Cl)nc3)/C2=N/[N+](=O)[O-])CCN1Cc1ccc(Cl)nc1

Standard InChI:  InChI=1S/C27H36Cl2N10O4/c28-24-10-8-22(18-30-24)20-36-16-14-34(26(36)32-38(40)41)12-6-4-2-1-3-5-7-13-35-15-17-37(27(35)33-39(42)43)21-23-9-11-25(29)31-19-23/h8-11,18-19H,1-7,12-17,20-21H2/b32-26-,33-27+

Standard InChI Key:  MBPRFODQNKJUMW-YUGUBMJKSA-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: 635.56

Molecular Weight (Monoisotopic): 634.2298

AlogP: 4.54

#Rotatable Bonds: 16

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: 0.21

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.11

Np Likeness Score: -0.57

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