(S)-7-Fluoro-2-(3-isobutyl-4-methylpiperazin-1-yl)-3-(4-(trifluoromethoxy)-phenyl)-quinazolin-4(3H)-one

ID: ALA4547778

PubChem CID: 155553596

Max Phase: Preclinical

Molecular Formula: C24H26F4N4O

Molecular Weight: 462.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H]1CN(c2nc3cc(F)ccc3c(=O)n2-c2ccc(C(F)(F)F)cc2)CCN1C

Standard InChI:  InChI=1S/C24H26F4N4O/c1-15(2)12-19-14-31(11-10-30(19)3)23-29-21-13-17(25)6-9-20(21)22(33)32(23)18-7-4-16(5-8-18)24(26,27)28/h4-9,13,15,19H,10-12,14H2,1-3H3/t19-/m0/s1

Standard InChI Key:  GDJQTMLEXUOOIU-IBGZPJMESA-N

Molfile:  

 
     RDKit          2D

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    2.8741  -17.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9980  -16.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935  -15.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8400  -19.0067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1305  -17.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5473  -19.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5460  -17.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2544  -18.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5385  -15.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1808  -14.9369    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3381  -15.6115    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.6711  -14.4679    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2557  -18.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9614  -17.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  9 12  1  0
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  2 19  1  0
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 20 21  1  0
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 23 25  1  0
 25 26  1  6
 26 27  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 15 28  1  0
 27 32  1  0
 27 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547778

   ---

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: 462.49

Molecular Weight (Monoisotopic): 462.2043

AlogP: 4.71

#Rotatable Bonds: 4

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: 8.25

CX LogP: 5.46

CX LogD: 4.55

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -1.18

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