N1-(4-(2,4-dichlorophenyl)thiazol-2-yl)benzene-1,4-diamine

ID: ALA3618486

PubChem CID: 972510

Max Phase: Preclinical

Molecular Formula: C15H11Cl2N3S

Molecular Weight: 336.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(Nc2nc(-c3ccc(Cl)cc3Cl)cs2)cc1

Standard InChI:  InChI=1S/C15H11Cl2N3S/c16-9-1-6-12(13(17)7-9)14-8-21-15(20-14)19-11-4-2-10(18)3-5-11/h1-8H,18H2,(H,19,20)

Standard InChI Key:  RRIBPNBJIQVROP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8056   -3.8680    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3371   -5.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8371   -5.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786   -3.8595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9508   -6.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248   -6.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -7.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9989   -8.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4759   -9.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4503   -7.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303   -8.1265    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7785   -9.6868    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 18 19  1  0
 16 20  1  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3618486

   4-N-[4-(2,4-dichlorophenyl)-1,3-thiazol-2-yl]benzene-1,4-diamine

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: 336.25

Molecular Weight (Monoisotopic): 335.0051

AlogP: 5.44

#Rotatable Bonds: 3

Polar Surface Area: 50.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.86

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: -1.97

References

1. Al-Asri J, Fazekas E, Lehoczki G, Perdih A, Görick C, Melzig MF, Gyémánt G, Wolber G, Mortier J..  (2015)  From carbohydrates to drug-like fragments: Rational development of novel α-amylase inhibitors.,  23  (20): [PMID:26395057] [10.1016/j.bmc.2015.09.007]

Source

Source(1):

• Scientific Literature