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

ID: ALA4445169

PubChem CID: 155517633

Max Phase: Preclinical

Molecular Formula: C19H18Cl2N4O

Molecular Weight: 389.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2nc3c(Cl)cccc3c(=O)n2-c2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C19H18Cl2N4O/c1-23-9-11-24(12-10-23)19-22-17-15(3-2-4-16(17)21)18(26)25(19)14-7-5-13(20)6-8-14/h2-8H,9-12H2,1H3

Standard InChI Key:  BSMOCCLSYYZQDX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    2.6441   -3.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430   -4.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3510   -4.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3492   -2.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0579   -3.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613   -4.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736   -4.4812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4872   -4.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4838   -3.2428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7669   -2.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3496   -5.2979    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -2.0136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1892   -2.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8985   -3.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6044   -2.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6023   -2.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8884   -1.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1853   -2.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082   -1.6006    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1960   -4.4746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951   -5.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8999   -5.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6089   -5.2915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6086   -4.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8994   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3162   -5.7009    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
 16 19  1  0
  8 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4445169

   ---

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: 389.29

Molecular Weight (Monoisotopic): 388.0858

AlogP: 3.44

#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: 7.29

CX LogP: 3.97

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -1.58

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