Methyl 4-(dibromomethyl)-2-(3,4-dichlorophenyl)-thiazole-5-carboxylate

ID: ALA1798022

PubChem CID: 56669952

Max Phase: Preclinical

Molecular Formula: C12H7Br2Cl2NO2S

Molecular Weight: 459.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1sc(-c2ccc(Cl)c(Cl)c2)nc1C(Br)Br

Standard InChI:  InChI=1S/C12H7Br2Cl2NO2S/c1-19-12(18)9-8(10(13)14)17-11(20-9)5-2-3-6(15)7(16)4-5/h2-4,10H,1H3

Standard InChI Key:  OKLMWZVAVLGSRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.2976  -12.5119    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0450  -11.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137  -11.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9645  -12.5180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6359  -13.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292  -11.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6359  -13.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5280  -11.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3509  -11.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1925  -10.3061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6864  -11.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0627  -10.3125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.9072  -11.1542    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.9237  -14.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9293  -15.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486  -15.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3599  -15.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550  -14.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0760  -15.4637    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6486  -16.2968    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  5  1  1  0
  3  6  1  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  7  1  0
 17 19  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1798022

   Methyl 4-(dibromomethyl)-2-(3,4-dichlorophenyl)-1,3-thiazole-5-carboxylate

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: 459.97

Molecular Weight (Monoisotopic): 456.7941

AlogP: 5.69

#Rotatable Bonds: 3

Polar Surface Area: 39.19

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.05

CX LogD: 5.05

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.44

Np Likeness Score: -1.32

References

1. Mayhoub AS, Khaliq M, Botting C, Li Z, Kuhn RJ, Cushman M..  (2011)  An investigation of phenylthiazole antiflaviviral agents.,  19  (12): [PMID:21612931] [10.1016/j.bmc.2011.04.041]

Source

Source(1):

• Scientific Literature