1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea

ID: ALA1213925

PubChem CID: 46919121

Max Phase: Preclinical

Molecular Formula: C24H23ClF3N3O3

Molecular Weight: 493.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)c(C(F)(F)F)c1)Nc1ccc(OCCN2CCOCC2)c2ccccc12

Standard InChI:  InChI=1S/C24H23ClF3N3O3/c25-20-6-5-16(15-19(20)24(26,27)28)29-23(32)30-21-7-8-22(18-4-2-1-3-17(18)21)34-14-11-31-9-12-33-13-10-31/h1-8,15H,9-14H2,(H2,29,30,32)

Standard InChI Key:  IKJIRGXOQLNWKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.9583  -16.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3792  -14.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3833  -16.0167    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  8 13  1  0
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 30 33  2  0
 32 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1213925

   1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 493.91

Molecular Weight (Monoisotopic): 493.1380

AlogP: 5.87

#Rotatable Bonds: 6

Polar Surface Area: 62.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.39

CX Basic pKa: 6.78

CX LogP: 5.23

CX LogD: 5.14

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -1.86

References

1. Dietrich J, Hulme C, Hurley LH..  (2010)  The design, synthesis, and evaluation of 8 hybrid DFG-out allosteric kinase inhibitors: a structural analysis of the binding interactions of Gleevec, Nexavar, and BIRB-796.,  18  (15): [PMID:20621496] [10.1016/j.bmc.2010.05.063]

Source

Source(1):

• Scientific Literature