5-chloro-N-(3-(3,4-dimethoxyphenyl)propyl)-2-(1H-1,2,4-triazol-1-yl)aniline

ID: ALA4557757

PubChem CID: 155554832

Max Phase: Preclinical

Molecular Formula: C19H21ClN4O2

Molecular Weight: 372.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CCCNc2cc(Cl)ccc2-n2cncn2)cc1OC

Standard InChI:  InChI=1S/C19H21ClN4O2/c1-25-18-8-5-14(10-19(18)26-2)4-3-9-22-16-11-15(20)6-7-17(16)24-13-21-12-23-24/h5-8,10-13,22H,3-4,9H2,1-2H3

Standard InChI Key:  JWPZKNKCBMPDDI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.0610  -28.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0598  -29.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679  -29.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775  -29.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4747  -28.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7661  -28.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7727  -30.6968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115  -31.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3638  -31.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1811  -31.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336  -31.1774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1859  -29.8777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8930  -29.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6013  -29.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3084  -29.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0167  -29.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0136  -30.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7211  -31.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4292  -30.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4253  -29.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7172  -29.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1309  -29.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8407  -29.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1381  -31.0953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1404  -31.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637  -27.4251    0.0000 Cl  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
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  3  7  1  0
  4 12  1  0
 12 13  1  0
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 15 16  1  0
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 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
  6 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557757

   ---

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: 372.86

Molecular Weight (Monoisotopic): 372.1353

AlogP: 3.98

#Rotatable Bonds: 8

Polar Surface Area: 61.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.29

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -1.58

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