(3-bromo-5-(4-chlorophenyl)-4-cyano-2-(trifluoromethyl)-1H-pyrrol-1-yl)methyl 3-methylbutanoate

ID: ALA2228555

PubChem CID: 25149146

Max Phase: Preclinical

Molecular Formula: C18H15BrClF3N2O2

Molecular Weight: 463.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(=O)OCn1c(-c2ccc(Cl)cc2)c(C#N)c(Br)c1C(F)(F)F

Standard InChI:  InChI=1S/C18H15BrClF3N2O2/c1-10(2)7-14(26)27-9-25-16(11-3-5-12(20)6-4-11)13(8-24)15(19)17(25)18(21,22)23/h3-6,10H,7,9H2,1-2H3

Standard InChI Key:  LGTMEDBDDJQXSW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    2.3834   -7.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0505   -8.0154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7028   -7.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4389   -6.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6235   -6.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1380   -6.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6475   -5.4606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9089   -6.0858    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6835   -7.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9709   -7.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683   -7.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -8.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -9.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939   -8.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4330   -9.2106    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -7.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112   -8.7512    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1178   -7.5247    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315   -8.3108    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631   -8.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618   -9.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3744  -10.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731  -10.4885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0883  -10.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7896  -10.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036  -10.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7770   -9.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  3  0
  5  6  1  0
  4  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  1  9  1  0
 12 15  1  0
  3 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228555

   [4-Bromo-2-(4-chlorophenyl)-3-cyano-5-(trifluoromethyl)pyrrol-1-yl]methyl 3-methylbutanoate

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: 463.68

Molecular Weight (Monoisotopic): 461.9958

AlogP: 6.01

#Rotatable Bonds: 5

Polar Surface Area: 55.02

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.16

CX LogD: 6.16

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.51

Np Likeness Score: -0.94

References

1. Zhao Y, Li Y, Ou X, Zhang P, Huang Z, Bi F, Huang R, Wang Q..  (2008)  Synthesis, insecticidal, and acaricidal activities of novel 2-aryl-pyrrole derivatives containing ester groups.,  56  (21): [PMID:18937487] [10.1021/jf802464d]

Source

Source(1):

• Scientific Literature