1-(4-(7-(dimethylamino)quinazolin-4-yloxy)phenyl)-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)urea methanesulfonate

ID: ALA4871429

PubChem CID: 164621161

Max Phase: Preclinical

Molecular Formula: C25H25F3N6O5S

Molecular Weight: 482.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc2c(Oc3ccc(NC(=O)NCc4ccc(C(F)(F)F)nc4)cc3)ncnc2c1.CS(=O)(=O)O

Standard InChI:  InChI=1S/C24H21F3N6O2.CH4O3S/c1-33(2)17-6-9-19-20(11-17)30-14-31-22(19)35-18-7-4-16(5-8-18)32-23(34)29-13-15-3-10-21(28-12-15)24(25,26)27;1-5(2,3)4/h3-12,14H,13H2,1-2H3,(H2,29,32,34);1H3,(H,2,3,4)

Standard InChI Key:  IOTHUERMMPFCSD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   23.1136  -27.8291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9919  -28.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4168  -28.9618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8890  -24.2159    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.3045  -24.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7156  -24.2133    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.3267  -29.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3256  -29.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.4724  -30.3371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1896  -29.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.4667  -28.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4624  -27.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.8911  -27.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.8773  -26.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1662  -26.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3150  -26.1880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0343  -26.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7482  -26.1785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0398  -27.4173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6124  -30.3374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9006  -29.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6110  -31.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4624  -26.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1732  -26.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8869  -26.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5972  -26.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5943  -25.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8751  -24.9390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1677  -25.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0193  -25.3395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  7  6  1  0
  8  7  1  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
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 13 14  1  0
 14 15  1  0
 15 16  2  0
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 20 21  2  0
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 27 29  2  0
 10 30  1  0
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 30 32  1  0
 28 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 34  1  0
 37  7  1  0
  7 40  1  0
M  END

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: 482.47

Molecular Weight (Monoisotopic): 482.1678

AlogP: 5.22

#Rotatable Bonds: 6

Polar Surface Area: 92.27

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.95

CX Basic pKa: 4.23

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -1.80

References

1. Lee KH, Yen WC, Lin WH, Wang PC, Lai YL, Su YC, Chang CY, Wu CS, Huang YC, Yang CM, Chou LH, Yeh TK, Chen CT, Shih C, Hsieh HP..  (2021)  Discovery of BPR1R024, an Orally Active and Selective CSF1R Inhibitor that Exhibits Antitumor and Immunomodulatory Activity in a Murine Colon Tumor Model.,  64  (19.0): [PMID:34606263] [10.1021/acs.jmedchem.1c01006]

Source

Source(1):

• Scientific Literature