N-(2-(1H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)phenyl)-3-methoxy-4-(neopentyloxy)benzamide

ID: ALA4476165

PubChem CID: 155538237

Max Phase: Preclinical

Molecular Formula: C22H23F3N4O4

Molecular Weight: 464.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)Nc2cc(OC(F)(F)F)ccc2-n2cncn2)ccc1OCC(C)(C)C

Standard InChI:  InChI=1S/C22H23F3N4O4/c1-21(2,3)11-32-18-8-5-14(9-19(18)31-4)20(30)28-16-10-15(33-22(23,24)25)6-7-17(16)29-13-26-12-27-29/h5-10,12-13H,11H2,1-4H3,(H,28,30)

Standard InChI Key:  CCVWKNAWSWXFGT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   11.1999  -14.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1987  -15.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9109  -15.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6247  -15.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6219  -14.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9091  -13.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9157  -16.2846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2504  -16.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5068  -17.5503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3282  -17.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5808  -16.7692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3372  -15.4613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0484  -15.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7608  -15.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7575  -16.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4691  -16.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1772  -16.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1733  -15.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4652  -15.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8830  -15.0388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8902  -16.6872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8926  -17.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5969  -15.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9067  -12.9963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6173  -12.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6149  -11.7643    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3303  -12.9921    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.3268  -12.1671    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.0471  -14.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6056  -17.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6080  -18.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3162  -17.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3125  -18.3249    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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  3  7  1  0
  4 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
 17 21  1  0
 21 22  1  0
 20 23  1  0
  6 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 13 29  2  0
 22 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476165

   ---

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: 464.44

Molecular Weight (Monoisotopic): 464.1671

AlogP: 4.85

#Rotatable Bonds: 7

Polar Surface Area: 87.50

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.53

CX LogP: 5.20

CX LogD: 5.20

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: -1.72

References

1. Reed CW, Yohn SE, Washecheck JP, Roenfanz HF, Quitalig MC, Luscombe VB, Jenkins MT, Rodriguez AL, Engers DW, Blobaum AL, Conn PJ, Niswender CM, Lindsley CW..  (2019)  Discovery of an Orally Bioavailable and Central Nervous System (CNS) Penetrant mGlu₇ Negative Allosteric Modulator (NAM) in Vivo Tool Compound: N-(2-(1 H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)phenyl)-4-(cyclopropylmethoxy)-3-methoxybenzamide (VU6012962).,  62  (3): [PMID:30608678] [10.1021/acs.jmedchem.8b01810]

Source

Source(1):

• Scientific Literature