2-(5-(3-Chloro-4-((2,5-dimethylphenyl)amino)-2-methylquinolin-6-yl)pyrimidin-2-yl)propan-2-ol

ID: ALA4764418

PubChem CID: 126530605

Max Phase: Preclinical

Molecular Formula: C25H25ClN4O

Molecular Weight: 432.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(Nc2c(Cl)c(C)nc3ccc(-c4cnc(C(C)(C)O)nc4)cc23)c1

Standard InChI:  InChI=1S/C25H25ClN4O/c1-14-6-7-15(2)21(10-14)30-23-19-11-17(8-9-20(19)29-16(3)22(23)26)18-12-27-24(28-13-18)25(4,5)31/h6-13,31H,1-5H3,(H,29,30)

Standard InChI Key:  PZADHIGHKUYCQX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    9.2326   -9.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8281   -8.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4192   -9.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5340   -8.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5340   -7.2467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2431   -6.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9522   -7.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9522   -8.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2431   -8.4725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7844   -5.6123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4894   -6.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4894   -6.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7844   -7.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0753   -6.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3662   -7.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6571   -6.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6571   -6.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3662   -5.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0753   -6.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1984   -5.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7844   -8.0639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4894   -8.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4894   -9.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1984   -9.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9034   -9.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9034   -8.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1984   -8.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6125   -8.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7844   -9.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1984   -7.2467    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1206   -8.0651    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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10 19  1  0
 14 19  1  0
 11 20  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
 26 28  1  0
 23 29  1  0
 21 22  1  0
 13 21  1  0
 12 30  1  0
  7 16  1  0
  2  4  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764418

   ---

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: 432.96

Molecular Weight (Monoisotopic): 432.1717

AlogP: 6.24

#Rotatable Bonds: 4

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: 6.27

CX LogP: 5.42

CX LogD: 5.39

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -0.96

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