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

ID: ALA4538070

PubChem CID: 155549250

Max Phase: Preclinical

Molecular Formula: C20H21ClN4O

Molecular Weight: 368.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-n1c(N2CCN(C)CC2)nc2c(Cl)cccc2c1=O

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

Standard InChI Key:  QCCJQRBUEVYPAI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    3.5521  -22.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5510  -22.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2590  -23.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572  -21.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9659  -22.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692  -22.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6816  -23.3509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3952  -22.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3918  -22.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6748  -21.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2576  -24.1676    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6704  -20.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0972  -21.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8064  -22.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5124  -21.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5103  -20.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7964  -20.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0933  -20.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1040  -23.3443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1031  -24.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079  -24.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5169  -24.1612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5166  -23.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8073  -22.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2242  -24.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3833  -20.4837    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
 18 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538070

   ---

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: 7.31

CX LogP: 3.88

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -1.47

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