N-(5-aminopentane-2yl)-2,6-dimethoxy-4-methyl-5-(2-(trifluoromethyl)cyclohexyloxy)quinolin-8-amine

ID: ALA2282812

PubChem CID: 76309059

Max Phase: Preclinical

Molecular Formula: C24H34F3N3O3

Molecular Weight: 469.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C)c2c(OC3CCCCC3C(F)(F)F)c(OC)cc(NC(C)CCCN)c2n1

Standard InChI:  InChI=1S/C24H34F3N3O3/c1-14-12-20(32-4)30-22-17(29-15(2)8-7-11-28)13-19(31-3)23(21(14)22)33-18-10-6-5-9-16(18)24(25,26)27/h12-13,15-16,18,29H,5-11,28H2,1-4H3

Standard InChI Key:  DANVDBHAJGECBA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   30.9104   -4.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6184   -4.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6166   -3.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3253   -3.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3260   -4.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0346   -4.9039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7428   -4.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7381   -3.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0290   -3.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6120   -2.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9100   -2.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9236   -1.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2257   -0.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5100   -1.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4968   -2.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8899   -3.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1830   -3.2553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1846   -2.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4745   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6380   -0.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3388   -1.2353    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.6514    0.0062    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.4235   -0.5984    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.0246   -2.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4521   -4.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4553   -5.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6203   -5.7271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9136   -6.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9154   -6.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2049   -5.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4981   -6.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7895   -5.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0827   -6.1439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 16  1  2  0
  1  2  1  0
  2  5  2  0
  4  3  2  0
  3 16  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 11 18  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 18  1  0
 16 17  1  0
 17 19  1  0
 12 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
  9 24  1  0
  7 25  1  0
 25 26  1  0
  2 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282812

   4-N-[2,6-dimethoxy-4-methyl-5-[2-(trifluoromethyl)cyclohexyl]oxyquinolin-8-yl]pentane-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: 469.55

Molecular Weight (Monoisotopic): 469.2552

AlogP: 5.60

#Rotatable Bonds: 9

Polar Surface Area: 78.63

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.20

CX LogP: 4.73

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: -0.17

References

1. Kiani YS, Kalsoom S, Riaz N.  (2013)  In silico ligand-based pharmacophore model generation for the identification of novel Pneumocystis carinii DHFR inhibitors,  22  (2): [10.1007/s00044-012-0082-2]

Source

Source(1):

• Scientific Literature