8-Chloro-2-(4-methylpiperazin-1-yl)-3-(m-tolyl)-quinazolin-4(3H)-one

ID: ALA4581852

PubChem CID: 155561195

Max Phase: Preclinical

Molecular Formula: C20H21ClN4O

Molecular Weight: 368.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(-n2c(N3CCN(C)CC3)nc3c(Cl)cccc3c2=O)c1

Standard InChI:  InChI=1S/C20H21ClN4O/c1-14-5-3-6-15(13-14)25-19(26)16-7-4-8-17(21)18(16)22-20(25)24-11-9-23(2)10-12-24/h3-8,13H,9-12H2,1-2H3

Standard InChI Key:  WPERSYOZUBIAFK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    3.4902  -15.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4891  -16.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1971  -16.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1953  -15.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9040  -15.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9073  -16.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6197  -16.9785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3333  -16.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3299  -15.7400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6129  -15.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957  -17.7952    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6084  -14.5109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0353  -15.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7445  -15.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4505  -15.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4484  -14.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7345  -14.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314  -14.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421  -16.9719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0412  -17.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7460  -18.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4550  -17.7888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547  -16.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7454  -16.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1623  -18.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7291  -13.2861    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
  9 10  1  0
  3 11  1  0
 10 12  2  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  9 13  1  0
  8 19  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 17 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581852

   ---

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: 368.87

Molecular Weight (Monoisotopic): 368.1404

AlogP: 3.10

#Rotatable Bonds: 2

Polar Surface Area: 41.37

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.30

CX LogP: 3.88

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -1.68

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