N-[(Adamant-1-yl)methyl]-3-fluoro-5-(trifluoromethyl)-aniline Hydrochloride

ID: ALA4089605

PubChem CID: 137641681

Max Phase: Preclinical

Molecular Formula: C18H22ClF4N

Molecular Weight: 327.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Fc1cc(NCC23CC4CC(CC(C4)C2)C3)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C18H21F4N.ClH/c19-15-4-14(18(20,21)22)5-16(6-15)23-10-17-7-11-1-12(8-17)3-13(2-11)9-17;/h4-6,11-13,23H,1-3,7-10H2;1H

Standard InChI Key:  JIKPZIHVINVYPI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   10.0546   -4.6406    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2929   -4.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9342   -4.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0933   -4.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6414   -4.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8502   -4.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3893   -4.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0905   -3.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6471   -2.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297   -3.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993   -3.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2136   -4.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6543   -4.7751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4787   -4.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9181   -5.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7417   -5.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1264   -4.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6812   -3.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590   -4.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0624   -3.2466    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1820   -6.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7980   -6.8369    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0065   -6.0743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5881   -6.8170    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  7  1  0
  6  7  1  0
  8  9  1  0
  4  8  1  0
  3 10  1  0
  7 11  1  0
 11  9  1  0
  9 10  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 18 20  1  0
 16 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

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: 327.37

Molecular Weight (Monoisotopic): 327.1610

AlogP: 5.47

#Rotatable Bonds: 3

Polar Surface Area: 12.03

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.99

CX LogP: 4.89

CX LogD: 4.89

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: -0.91

References

1. Leiva R, Barniol-Xicota M, Codony S, Ginex T, Vanderlinden E, Montes M, Caffrey M, Luque FJ, Naesens L, Vázquez S..  (2018)  Aniline-Based Inhibitors of Influenza H1N1 Virus Acting on Hemagglutinin-Mediated Fusion.,  61  (1): [PMID:29220568] [10.1021/acs.jmedchem.7b00908]

Source

Source(1):

• Scientific Literature