(R)-3-(1-((3-Chloro-6-(2-(2-hydroxypropan-2-yl)pyrimidin-5-yl)-quinolin-4-yl)amino)ethyl)-4-fluorobenzonitrile

ID: ALA4759848

PubChem CID: 126531179

Max Phase: Preclinical

Molecular Formula: C25H21ClFN5O

Molecular Weight: 461.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](Nc1c(Cl)cnc2ccc(-c3cnc(C(C)(C)O)nc3)cc12)c1cc(C#N)ccc1F

Standard InChI:  InChI=1S/C25H21ClFN5O/c1-14(18-8-15(10-28)4-6-21(18)27)32-23-19-9-16(5-7-22(19)29-13-20(23)26)17-11-30-24(31-12-17)25(2,3)33/h4-9,11-14,33H,1-3H3,(H,29,32)/t14-/m1/s1

Standard InChI Key:  MWDITUDLVMBLPB-CQSZACIVSA-N

Molfile:  

 
     RDKit          2D

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    9.1996   -8.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7951   -7.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3862   -8.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8602  -10.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7406   -9.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4462  -10.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5658  -10.7083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0378   -8.6435    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7532   -7.4238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7658   -4.9723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4714   -5.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3420   -6.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6364   -6.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6392   -5.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3518   -4.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0574   -5.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5070   -7.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5098   -6.5829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2224   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9280   -6.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9210   -7.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2126   -7.8105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1742   -6.6145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.0937   -7.3892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
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  5 10  2  0
  4 11  3  0
  8 12  1  0
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 17 18  1  0
 18 19  2  0
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 22 23  2  0
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 20 25  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 26 31  2  0
 26  2  1  0
 22 29  1  0
 18 32  1  0
 15 19  1  0
 13 15  1  0
  7 13  1  0
  2 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759848

   ---

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: 461.93

Molecular Weight (Monoisotopic): 461.1419

AlogP: 5.76

#Rotatable Bonds: 5

Polar Surface Area: 94.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.36

CX Basic pKa: 6.20

CX LogP: 4.61

CX LogD: 4.59

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.25

References

1. Xiao HY,Li N,Duan JJ,Jiang B,Lu Z,Ngu K,Tino J,Kopcho LM,Lu H,Chen J,Tebben AJ,Sheriff S,Chang CY,Yanchunas J,Calambur D,Gao M,Shuster DJ,Susulic V,Xie JH,Guarino VR,Wu DR,Gregor KR,Goldstine CB,Hynes J,Macor JE,Salter-Cid L,Burke JR,Shaw PJ,Dhar TGM.  (2020)  Biologic-like In Vivo Efficacy with Small Molecule Inhibitors of TNFα Identified Using Scaffold Hopping and Structure-Based Drug Design Approaches.,  63  (23): [PMID:33261314] [10.1021/acs.jmedchem.0c01732]

Source

Source(1):

• Scientific Literature