(S)-4-Chloro-2-(3-(3-methyl-1H-indazol-5-yl)-5-(1-phenylethylamino)pyridin-2-yl)phenol

ID: ALA4101681

PubChem CID: 137661021

Max Phase: Preclinical

Molecular Formula: C27H23ClN4O

Molecular Weight: 454.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c2ccc(-c3cc(N[C@@H](C)c4ccccc4)cnc3-c3cc(Cl)ccc3O)cc12

Standard InChI:  InChI=1S/C27H23ClN4O/c1-16(18-6-4-3-5-7-18)30-21-14-23(19-8-10-25-22(12-19)17(2)31-32-25)27(29-15-21)24-13-20(28)9-11-26(24)33/h3-16,30,33H,1-2H3,(H,31,32)/t16-/m0/s1

Standard InChI Key:  UTUIDOAJVKTSNZ-INIZCTEOSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   40.1866  -28.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8962  -27.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8934  -26.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1848  -26.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6010  -28.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6010  -28.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3044  -29.2908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0207  -28.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0209  -28.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3087  -27.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7348  -27.6433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.4487  -28.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1543  -27.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4528  -28.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4785  -27.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4793  -26.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7015  -26.5831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2257  -27.2370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7028  -27.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4493  -28.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7427  -29.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7424  -30.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4528  -30.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1566  -30.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1575  -29.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8953  -29.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1885  -28.8742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4801  -29.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4773  -30.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1888  -30.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8943  -30.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6019  -30.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6845  -29.0639    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 16  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2  5  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 19 20  1  0
 14 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 14  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
  6 26  1  0
 31 32  1  0
 28 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101681

   ---

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: 454.96

Molecular Weight (Monoisotopic): 454.1560

AlogP: 7.13

#Rotatable Bonds: 5

Polar Surface Area: 73.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.55

CX Basic pKa: 3.45

CX LogP: 5.80

CX LogD: 5.57

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.26

Np Likeness Score: -1.05

References

1. Zhu W, Chen H, Wang Y, Wang J, Peng X, Chen X, Gao Y, Li C, He Y, Ai J, Geng M, Zheng M, Liu H..  (2017)  Design, Synthesis, and Pharmacological Evaluation of Novel Multisubstituted Pyridin-3-amine Derivatives as Multitargeted Protein Kinase Inhibitors for the Treatment of Non-Small Cell Lung Cancer.,  60  (14): [PMID:28714692] [10.1021/acs.jmedchem.7b00076]

Source

Source(1):

• Scientific Literature