N-[(Adamant-1-yl)methyl]-4-(benzyloxy)aniline Hydrochloride

ID: ALA4105025

PubChem CID: 137656823

Max Phase: Preclinical

Molecular Formula: C24H30ClNO

Molecular Weight: 347.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.c1ccc(COc2ccc(NCC34CC5CC(CC(C5)C3)C4)cc2)cc1

Standard InChI:  InChI=1S/C24H29NO.ClH/c1-2-4-18(5-3-1)16-26-23-8-6-22(7-9-23)25-17-24-13-19-10-20(14-24)12-21(11-19)15-24;/h1-9,19-21,25H,10-17H2;1H

Standard InChI Key:  ZKDLDENCPLYDOV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    6.9373  -22.0920    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6378  -21.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2796  -20.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4388  -20.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9875  -20.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1964  -21.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7360  -20.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4362  -19.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9932  -19.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751  -19.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7460  -19.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5611  -20.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0021  -21.1069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8272  -21.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2671  -21.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0914  -21.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4763  -21.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0308  -20.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2080  -20.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3014  -20.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7433  -21.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5684  -21.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0077  -22.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8320  -22.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2160  -21.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7694  -20.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9467  -20.9085    0.0000 C   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
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  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: 347.50

Molecular Weight (Monoisotopic): 347.2249

AlogP: 5.89

#Rotatable Bonds: 6

Polar Surface Area: 21.26

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.29

CX LogP: 5.44

CX LogD: 5.41

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -0.53

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