1-Isopropyl-4-(6-(4-isopropylpiperazin-1-yl)pyridin-3-yl)-N-((6-methyl-2-oxo-4-propyl-1,2-dihydropyridin-3-yl)methyl)-1H-indazole-6-carboxamide

ID: ALA4521826

PubChem CID: 155542893

Max Phase: Preclinical

Molecular Formula: C33H43N7O2

Molecular Weight: 569.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1cc(C)[nH]c(=O)c1CNC(=O)c1cc(-c2ccc(N3CCN(C(C)C)CC3)nc2)c2cnn(C(C)C)c2c1

Standard InChI:  InChI=1S/C33H43N7O2/c1-7-8-24-15-23(6)37-33(42)28(24)19-35-32(41)26-16-27(29-20-36-40(22(4)5)30(29)17-26)25-9-10-31(34-18-25)39-13-11-38(12-14-39)21(2)3/h9-10,15-18,20-22H,7-8,11-14,19H2,1-6H3,(H,35,41)(H,37,42)

Standard InChI Key:  HMUSHSCLMFPVJR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 42 46  0  0  0  0  0  0  0  0999 V2000
    8.8129  -13.1845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3369  -12.5213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8129  -11.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942  -12.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2992  -11.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0083  -12.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0083  -12.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2992  -13.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942  -12.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7132  -13.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7132  -14.1557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4223  -12.9299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1314  -13.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5455  -13.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8405  -12.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8405  -12.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5455  -11.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2546  -12.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2546  -12.9299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1314  -11.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1314  -10.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8405  -10.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5455  -14.1557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9637  -11.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0083  -10.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2992  -10.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942  -10.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942   -9.6611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2992   -9.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0083   -9.6611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2992   -8.4353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942   -8.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942   -7.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2992   -6.8009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0083   -7.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0083   -8.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2992   -5.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0083   -5.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5942   -5.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5623  -13.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1407  -14.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7639  -14.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
 10 11  2  0
 10 12  1  0
  7 10  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  1  0
 20 21  1  0
 21 22  1  0
 16 20  1  0
 14 23  2  0
 18 24  1  0
 13 15  1  0
 12 13  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 31 36  1  0
 37 38  1  0
 37 39  1  0
 34 37  1  0
 29 31  1  0
  5 26  1  0
 40 41  1  0
 40 42  1  0
  1 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521826

   ---

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: 569.75

Molecular Weight (Monoisotopic): 569.3478

AlogP: 5.09

#Rotatable Bonds: 9

Polar Surface Area: 99.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.63

CX Basic pKa: 8.05

CX LogP: 4.01

CX LogD: 3.27

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.29

Np Likeness Score: -1.54

References

1. Yang X, Li F, Konze KD, Meslamani J, Ma A, Brown PJ, Zhou MM, Arrowsmith CH, Kaniskan HÜ, Vedadi M, Jin J..  (2016)  Structure-Activity Relationship Studies for Enhancer of Zeste Homologue 2 (EZH2) and Enhancer of Zeste Homologue 1 (EZH1) Inhibitors.,  59  (16): [PMID:27468126] [10.1021/acs.jmedchem.6b00855]

Source

Source(1):

• Scientific Literature