(Z)-methyl 4-chloro-N-(2-(methoxy(3-methylisoxazol-5-yl)methyl)benzyloxy)benzimidothioate

ID: ALA2289645

PubChem CID: 76334767

Max Phase: Preclinical

Molecular Formula: C21H21ClN2O3S

Molecular Weight: 416.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(c1cc(C)no1)c1ccccc1CO/N=C(\SC)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C21H21ClN2O3S/c1-14-12-19(27-23-14)20(25-2)18-7-5-4-6-16(18)13-26-24-21(28-3)15-8-10-17(22)11-9-15/h4-12,20H,13H2,1-3H3/b24-21-

Standard InChI Key:  QEUVWQBPAFICHM-FLFQWRMESA-N

Molfile:  

     RDKit          2D

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   36.1823  -16.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1803  -17.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8945  -18.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6122  -17.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6107  -16.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3243  -16.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0396  -16.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3227  -15.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0364  -15.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1250  -17.7092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9332  -17.8796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3438  -17.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7879  -16.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1639  -17.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9017  -15.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1881  -15.2390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1900  -14.4140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4764  -13.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4784  -13.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7611  -14.4107    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.1921  -12.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1944  -11.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4803  -11.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7625  -11.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7638  -12.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4811  -10.7024    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.0475  -13.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 20  1  0
 24 27  1  0
 21 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289645

   methyl (1Z)-4-chloro-N-[[2-[methoxy-(3-methyl-1,2-oxazol-5-yl)methyl]phenyl]methoxy]benzenecarboximidothioate

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: 416.93

Molecular Weight (Monoisotopic): 416.0961

AlogP: 5.61

#Rotatable Bonds: 7

Polar Surface Area: 56.85

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.94

CX LogP: 5.32

CX LogD: 5.32

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.28

Np Likeness Score: -1.04

References

1. KAI H, ICHIBA T, OHTSUKA T, TAKASE A, MASUKO M.  (2000)  Synthesis and Fungicidal Activities of (-Methoxybenzyl) isoxazoles,  25  (3): [10.1584/jpestics.25.240]

Source

Source(1):

• Scientific Literature