(3-((6-(Aminomethyl)pyrimidin-4-yl)oxy)phenyl)(5,6-dihydro-1,7-naphthyridin-7(8H)-yl)methanone hydrochloride

ID: ALA4546920

PubChem CID: 135186020

Max Phase: Preclinical

Molecular Formula: C20H20ClN5O2

Molecular Weight: 361.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.NCc1cc(Oc2cccc(C(=O)N3CCc4cccnc4C3)c2)ncn1

Standard InChI:  InChI=1S/C20H19N5O2.ClH/c21-11-16-10-19(24-13-23-16)27-17-5-1-3-15(9-17)20(26)25-8-6-14-4-2-7-22-18(14)12-25;/h1-5,7,9-10,13H,6,8,11-12,21H2;1H

Standard InChI Key:  YZOJDKNJDCKQDY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   27.9027   -6.8652    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.3341   -8.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6325   -8.5740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0428   -8.6121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7445   -8.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4532   -8.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4307   -9.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1106   -9.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0888  -10.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3872  -11.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6785  -10.6742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7002   -9.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0203   -9.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3558   -7.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0863   -7.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1088   -6.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4001   -5.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6984   -6.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6759   -6.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8104   -5.7812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8321   -4.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1522   -4.5537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1747   -3.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8764   -3.3346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5851   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5626   -4.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2867   -3.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3084   -2.5668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  2  4  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 11 12  1  0
  7 12  2  0
 13 12  1  0
  4 13  1  0
  2 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 16 20  1  0
 20 21  1  0
 22 21  2  0
 23 22  1  0
 23 24  2  0
 25 24  1  0
 26 25  2  0
 21 26  1  0
 25 27  1  0
 27 28  1  0
M  END

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: 361.41

Molecular Weight (Monoisotopic): 361.1539

AlogP: 2.32

#Rotatable Bonds: 4

Polar Surface Area: 94.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.07

CX LogP: 1.28

CX LogD: 0.53

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -1.41

References

1.  (2018)  Lysyl oxidase-like 2 inhibitors and uses thereof, 

Source

Source(1):

• Patent Bioactivity Data