(E)-2-(4-Chlorophenyl)-1-(3-(7-chloroquinolin-4-ylamino)propyl)-3-(4-(2,5-dichlorophenoxy)phenyl)guanidine

ID: ALA3235656

PubChem CID: 86579959

Max Phase: Preclinical

Molecular Formula: C31H25Cl4N5O

Molecular Weight: 625.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(/N=C(\NCCCNc2ccnc3cc(Cl)ccc23)Nc2ccc(Oc3cc(Cl)ccc3Cl)cc2)cc1

Standard InChI:  InChI=1S/C31H25Cl4N5O/c32-20-2-6-23(7-3-20)39-31(38-16-1-15-36-28-14-17-37-29-18-21(33)4-12-26(28)29)40-24-8-10-25(11-9-24)41-30-19-22(34)5-13-27(30)35/h2-14,17-19H,1,15-16H2,(H,36,37)(H2,38,39,40)

Standard InChI Key:  NIZDFZZVIRKLFJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
   12.6023   -9.6567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3113  -10.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0163   -9.6567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3113  -10.8825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7254  -10.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4345   -9.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1394  -10.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1394  -10.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4345  -11.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7254  -10.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8485  -11.2911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5576  -10.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5576  -10.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2626   -9.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9717  -10.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9717  -10.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2626  -11.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6808  -11.2911    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.8485   -9.6567    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.8932  -10.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1882   -9.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4791  -10.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7700   -9.6567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7700   -7.2051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4791   -7.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4791   -8.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7700   -8.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0651   -8.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3560   -8.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6469   -8.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6469   -7.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3560   -7.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0651   -7.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9419   -7.2051    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6023  -11.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6023  -12.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8932  -12.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1882  -12.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1882  -11.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8932  -10.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4791  -12.5169    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 11 12  1  0
 16 18  1  0
 13 19  1  0
  8 11  1  0
  3  5  1  0
 20 21  1  0
 21 22  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 24 33  1  0
 28 33  1  0
 31 34  1  0
 23 27  1  0
 22 23  1  0
  1 20  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 35 40  2  0
 38 41  1  0
  4 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3235656

   2-(4-Chlorophenyl)-1-[3-[(7-chloro-4-quinolyl)amino]propyl]-3-[4-(2,5-dichlorophenoxy)phenyl]guanidine

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: 625.39

Molecular Weight (Monoisotopic): 623.0813

AlogP: 9.83

#Rotatable Bonds: 9

Polar Surface Area: 70.57

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.85

CX LogP: 8.45

CX LogD: 7.76

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.09

Np Likeness Score: -1.26

References

1. Mishra A, Batchu H, Srivastava K, Singh P, Shukla PK, Batra S..  (2014)  Synthesis and evaluation of new diaryl ether and quinoline hybrids as potential antiplasmodial and antimicrobial agents.,  24  (7): [PMID:24630564] [10.1016/j.bmcl.2014.02.044]

Source

Source(1):

• Scientific Literature