(RS)-4-[1-(2,3-dichlorophenoxy)pentyl]-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine

ID: ALA4873127

PubChem CID: 164624803

Max Phase: Preclinical

Molecular Formula: C19H26Cl2N6O

Molecular Weight: 425.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC(Oc1cccc(Cl)c1Cl)c1nc(N)nc(N2CCN(C)CC2)n1

Standard InChI:  InChI=1S/C19H26Cl2N6O/c1-3-4-7-15(28-14-8-5-6-13(20)16(14)21)17-23-18(22)25-19(24-17)27-11-9-26(2)10-12-27/h5-6,8,15H,3-4,7,9-12H2,1-2H3,(H2,22,23,24,25)

Standard InChI Key:  KPRWGLQDBYNALG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   15.7192  -12.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7181  -13.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -14.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1493  -13.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1464  -12.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4310  -12.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8644  -14.0297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5782  -13.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2933  -14.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2900  -14.8509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0042  -15.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7191  -14.8486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7150  -14.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0003  -13.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4275  -13.6032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0051  -16.0872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2911  -16.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7201  -16.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7209  -17.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2920  -17.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0069  -17.7372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0078  -18.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4326  -14.8566    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.0032  -14.0307    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.5769  -12.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2908  -12.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2894  -11.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0033  -11.1389    0.0000 C   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
  4  7  1  0
  7  8  1  0
  8  9  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
 13 15  1  0
 11 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 17 20  1  0
 19 21  1  0
 21 20  1  0
 21 22  1  0
  3 23  1  0
  2 24  1  0
  8 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873127

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 425.36

Molecular Weight (Monoisotopic): 424.1545

AlogP: 3.82

#Rotatable Bonds: 7

Polar Surface Area: 80.40

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.07

CX LogP: 5.29

CX LogD: 5.12

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -0.99

References

1. Sudoł S, Kucwaj-Brysz K, Kurczab R, Wilczyńska N, Jastrzębska-Więsek M, Satała G, Latacz G, Głuch-Lutwin M, Mordyl B, Żesławska E, Nitek W, Partyka A, Buzun K, Doroz-Płonka A, Wesołowska A, Bielawska A, Handzlik J..  (2020)  Chlorine substituents and linker topology as factors of 5-HT₆R activity for novel highly active 1,3,5-triazine derivatives with procognitive properties in vivo.,  203  [PMID:32693296] [10.1016/j.ejmech.2020.112529]

Source

Source(1):

• Scientific Literature