(+/-)-2-(5-(3-Chloro-4-((1-(3-fluorophenyl)ethyl)amino)quinolin-6-yl)-pyrimidin-2-yl)propan-2-ol

ID: ALA4763313

PubChem CID: 126530707

Max Phase: Preclinical

Molecular Formula: C24H22ClFN4O

Molecular Weight: 436.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(Nc1c(Cl)cnc2ccc(-c3cnc(C(C)(C)O)nc3)cc12)c1cccc(F)c1

Standard InChI:  InChI=1S/C24H22ClFN4O/c1-14(15-5-4-6-18(26)9-15)30-22-19-10-16(7-8-21(19)27-13-20(22)25)17-11-28-23(29-12-17)24(2,3)31/h4-14,31H,1-3H3,(H,27,30)

Standard InChI Key:  OYECHCQRUDNDTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.6223   -6.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1673   -6.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9597   -6.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7494   -5.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686   -6.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6686   -5.3700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3777   -4.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0868   -5.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0868   -6.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3777   -6.5999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9149   -3.7356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6240   -4.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6240   -4.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9149   -5.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2099   -4.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5009   -5.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7918   -4.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7918   -4.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5009   -3.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2099   -4.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3331   -5.3700    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.9149   -6.1913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6240   -7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3331   -7.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3331   -8.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6240   -9.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9149   -8.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9149   -7.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9650   -7.4171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3295   -6.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0406   -9.0518    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 11 20  1  0
 15 20  1  0
 13 21  1  0
  1 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 22  1  1  0
 14 22  1  0
  8 17  1  0
  3  5  1  0
  3 29  1  0
  1 30  1  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763313

   ---

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: 436.92

Molecular Weight (Monoisotopic): 436.1466

AlogP: 5.88

#Rotatable Bonds: 5

Polar Surface Area: 70.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.36

CX Basic pKa: 6.20

CX LogP: 4.76

CX LogD: 4.74

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.41

Np Likeness Score: -1.15

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