2-((2-(Dimethylamino)-ethyl)amino)-3-(4-methoxyphenyl)-quinazolin-4(3H)-one

ID: ALA4593788

PubChem CID: 155569694

Max Phase: Preclinical

Molecular Formula: C20H23FN4O2

Molecular Weight: 370.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2c(N(C)CCN(C)C)nc3cc(F)ccc3c2=O)cc1

Standard InChI:  InChI=1S/C20H23FN4O2/c1-23(2)11-12-24(3)20-22-18-13-14(21)5-10-17(18)19(26)25(20)15-6-8-16(27-4)9-7-15/h5-10,13H,11-12H2,1-4H3

Standard InChI Key:  PXEITOSPVNIWIW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.0082  -21.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7163  -21.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7145  -20.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4231  -20.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4265  -21.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1389  -21.7206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8524  -21.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8490  -20.4822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1321  -20.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1276  -19.2531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5544  -20.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2637  -20.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9696  -20.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9676  -19.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2536  -18.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5506  -19.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5612  -21.7141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6760  -18.8374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3002  -21.7192    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.5604  -22.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2651  -22.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9741  -22.5355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9739  -21.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2646  -21.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3860  -19.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6814  -22.9448    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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  6  7  1  0
  7  8  2  0
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  9 12  1  0
  8 18  1  0
 15 19  1  0
  2 20  1  0
 18 21  1  0
 18 25  1  0
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 19 26  1  0
 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4593788

   ---

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: 370.43

Molecular Weight (Monoisotopic): 370.1805

AlogP: 2.53

#Rotatable Bonds: 6

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: 8.17

CX LogP: 2.92

CX LogD: 2.09

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -1.24

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