3-(4-Methoxyphenyl)-2-(4-methylpiperazin-1-yl)-quinazolin-4(3H)-one

ID: ALA4524711

PubChem CID: 155538595

Max Phase: Preclinical

Molecular Formula: C20H22N4O2

Molecular Weight: 350.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2c(N3CCN(C)CC3)nc3ccccc3c2=O)cc1

Standard InChI:  InChI=1S/C20H22N4O2/c1-22-11-13-23(14-12-22)20-21-18-6-4-3-5-17(18)19(25)24(20)15-7-9-16(26-2)10-8-15/h3-10H,11-14H2,1-2H3

Standard InChI Key:  GGVHHFYDYUNZAU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.5713  -16.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5702  -17.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2782  -17.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2764  -15.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9851  -16.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9885  -17.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7008  -17.4448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4144  -17.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4110  -16.2064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6941  -15.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6896  -14.9773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1164  -15.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8257  -16.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5316  -15.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5295  -14.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8156  -14.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1125  -14.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1232  -17.4383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1223  -18.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8271  -18.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5361  -18.2552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5358  -17.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8266  -17.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2434  -18.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2354  -14.5642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9449  -14.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
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 10 11  2  0
 12 13  2  0
 13 14  1  0
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 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 12  1  0
  8 18  1  0
 18 19  1  0
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 19 20  1  0
 20 21  1  0
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 21 24  1  0
 15 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524711

   ---

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: 350.42

Molecular Weight (Monoisotopic): 350.1743

AlogP: 2.15

#Rotatable Bonds: 3

Polar Surface Area: 50.60

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.34

CX LogP: 2.61

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -1.23

References

1. Atobe M, Nagami T, Muramatsu S, Ohno T, Kitagawa M, Suzuki H, Ishiguro M, Watanabe A, Kawanishi M..  (2019)  Discovery of Novel Transient Receptor Potential Vanilloid 4 (TRPV4) Agonists as Regulators of Chondrogenic Differentiation: Identification of Quinazolin-4(3 H)-ones and in Vivo Studies on a Surgically Induced Rat Model of Osteoarthritis.,  62  (3): [PMID:30629441] [10.1021/acs.jmedchem.8b01615]

Source

Source(1):

• Scientific Literature