[2-(2,4-Dichlorophenyl)-3-[1,2,4]triazol-1-yl-propyl]diallylamine

ID: ALA2252053

PubChem CID: 23634977

Max Phase: Preclinical

Molecular Formula: C17H20Cl2N4

Molecular Weight: 351.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN(CC=C)CC(Cn1cncn1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C17H20Cl2N4/c1-3-7-22(8-4-2)10-14(11-23-13-20-12-21-23)16-6-5-15(18)9-17(16)19/h3-6,9,12-14H,1-2,7-8,10-11H2

Standard InChI Key:  IHRGMQHAUKJNKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    2.1447  -15.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436  -16.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516  -17.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613  -16.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585  -15.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8499  -15.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474  -14.7215    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4356  -17.1751    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2646  -15.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9739  -15.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2616  -14.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9677  -14.3043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770  -16.7558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205  -17.2356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5759  -18.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3932  -18.0088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6426  -17.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770  -14.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3831  -14.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0924  -14.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646  -13.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6708  -13.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6677  -12.2586    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
  6  7  1  0
  2  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 12 18  1  0
 18 19  1  0
 19 20  2  0
 12 21  1  0
 21 22  1  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252053

   2-(2,4-dichlorophenyl)-N,N-bis(prop-2-enyl)-3-(1,2,4-triazol-1-yl)propan-1-amine

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: 351.28

Molecular Weight (Monoisotopic): 350.1065

AlogP: 4.04

#Rotatable Bonds: 9

Polar Surface Area: 33.95

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.31

CX LogP: 4.08

CX LogD: 3.12

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -1.60

References

1. Arnoldi A, Dallavalle S, Merlini L, Musso L, Farina G, Moretti M, Jayasinghe L..  (2007)  Synthesis and antifungal activity of a series of N-substituted [2-(2,4-dichlorophenyl)-3-(1,2,4-triazol-1-yl)]propylamines.,  55  (20): [PMID:17896810] [10.1021/jf071631g]

Source

Source(1):

• Scientific Literature