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

ID: ALA4436624

PubChem CID: 155511989

Max Phase: Preclinical

Molecular Formula: C20H21ClN4O

Molecular Weight: 368.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2c(N3CCN(C)CC3)nc3c(Cl)cccc3c2=O)cc1

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

Standard InChI Key:  OCZTXVGGDPSZNV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.5397   -9.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386  -10.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2466  -10.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -8.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9535   -9.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569  -10.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6692  -10.5565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828  -10.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3794   -9.3180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6625   -8.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2452  -11.3732    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6580   -8.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0848   -8.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7941   -9.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5000   -8.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4979   -8.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7840   -7.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0810   -8.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2038   -7.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0916  -10.5499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907  -11.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7955  -11.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5045  -11.3668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042  -10.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7950  -10.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2118  -11.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  4  2  0
  4  1  1  0
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  7  8  2  0
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 10 12  2  0
 13 14  2  0
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  9 13  1  0
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  8 20  1  0
 20 21  1  0
 20 25  1  0
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 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4436624

   ---

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: -1.56

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