ID: ALA148390

Max Phase: Preclinical

Molecular Formula: C8H10ClN5O2

Molecular Weight: 243.65

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/N=C(\NCc1ccc(Cl)nc1)N[N+](=O)[O-]

Standard InChI:  InChI=1S/C8H10ClN5O2/c1-10-8(13-14(15)16)12-5-6-2-3-7(9)11-4-6/h2-4H,5H2,1H3,(H2,10,12,13)

Standard InChI Key:  SWHRDLPFZQFSLS-UHFFFAOYSA-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: 243.65

Molecular Weight (Monoisotopic): 243.0523

AlogP: 0.59

#Rotatable Bonds: 3

Polar Surface Area: 92.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.82

CX Basic pKa: 7.40

CX LogP: 0.78

CX LogD: 0.47

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.27

Np Likeness Score: -1.61

References

1. Kagabu S, Maienfisch P, Zhang A, Granda-Minones J, Haettenschwiler J, Kayser H, Maetzke T, Casida JE..  (2000)  5-Azidoimidacloprid and an acyclic analogue as candidate photoaffinity probes for mammalian and insect nicotinic acetylcholine receptors.,  43  (26): [PMID:11150171] [10.1021/jm000240p]

2. Kagabu S, Hibi M, Nishimura K..  (2005)  Prodrug-oriented molecular design of neonicotinoids: preparation of imidacloprid-related 5,5-dimethoxy-1,3-diazacyclohexane derivatives and their insecticidal activity.,  69  (4): [PMID:15849408] [10.1271/bbb.69.705]

3. Zhang A, Kayser H, Maienfisch P, Casida JE..  (2000)  Insect nicotinic acetylcholine receptor: conserved neonicotinoid specificity of [(3)H]imidacloprid binding site.,  75  (3): [PMID:10936213] [10.1046/j.1471-4159.2000.751294.x]

4. Ihara M, Brown LA, Ishida C, Okuda H, Sattelle DB, Matsuda K.  (2006)  Actions of imidacloprid, clothianidin and related neonicotinoids on nicotinic acetylcholine receptors of American cockroach neurons and their relationships with insecticidal potency,  31  (1): [10.1584/jpestics.31.35]

Source

Source(1):

• Scientific Literature