(E)-3-((1H-Indazol-6-yl)methylene)-N-methyl-2-oxoindoline-5-carboxamide

ID: ALA2407917

PubChem CID: 135988918

Max Phase: Preclinical

Molecular Formula: C18H14N4O2

Molecular Weight: 318.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc2c(c1)/C(=C\c1ccc3cn[nH]c3c1)C(=O)N2

Standard InChI:  InChI=1S/C18H14N4O2/c1-19-17(23)11-4-5-15-13(8-11)14(18(24)21-15)6-10-2-3-12-9-20-22-16(12)7-10/h2-9H,1H3,(H,19,23)(H,20,22)(H,21,24)/b14-6+

Standard InChI Key:  MDYWOSMFBZFSBX-MKMNVTDBSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   19.3140  -12.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3129  -13.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0209  -13.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0191  -11.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7277  -12.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7280  -13.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5110  -13.4306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9947  -12.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5106  -12.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8119  -12.7642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7570  -11.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1898  -10.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4202   -9.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8352  -10.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4032  -10.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0597   -9.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8532   -9.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9146   -8.5546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1589   -8.2455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6307   -8.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6062  -11.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6060  -11.1313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8986  -12.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1908  -11.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15 12  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
  1 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2407917

   ---

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: 318.34

Molecular Weight (Monoisotopic): 318.1117

AlogP: 2.42

#Rotatable Bonds: 2

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.88

CX Basic pKa: 1.67

CX LogP: 1.66

CX LogD: 1.66

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.16

References

1. Laufer R, Forrest B, Li SW, Liu Y, Sampson P, Edwards L, Lang Y, Awrey DE, Mao G, Plotnikova O, Leung G, Hodgson R, Beletskaya I, Mason JM, Luo X, Wei X, Yao Y, Feher M, Ban F, Kiarash R, Green E, Mak TW, Pan G, Pauls HW..  (2013)  The discovery of PLK4 inhibitors: (E)-3-((1H-Indazol-6-yl)methylene)indolin-2-ones as novel antiproliferative agents.,  56  (15): [PMID:23829549] [10.1021/jm400380m]

Source

Source(1):

• Scientific Literature