3-((9-methyl-9H-carbazol-3-yl)methylene)indolin-2-one

ID: ALA2206027

PubChem CID: 71459624

Max Phase: Preclinical

Molecular Formula: C22H16N2O

Molecular Weight: 324.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c2ccccc2c2cc(/C=C3\C(=O)Nc4ccccc43)ccc21

Standard InChI:  InChI=1S/C22H16N2O/c1-24-20-9-5-3-7-16(20)17-12-14(10-11-21(17)24)13-18-15-6-2-4-8-19(15)23-22(18)25/h2-13H,1H3,(H,23,25)/b18-13-

Standard InChI Key:  JMMZHWFEOFADJP-AQTBWJFISA-N

Molfile:  

     RDKit          2D

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   29.6568   -8.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6557   -8.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3637   -9.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3620   -7.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0706   -8.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0708   -8.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8495   -9.2397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3305   -8.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8491   -7.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1477   -8.5769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1013   -7.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9006   -6.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4439   -7.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9436   -6.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1471   -6.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4954   -6.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2438   -7.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3102   -6.6306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5622   -7.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9047   -7.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9889   -8.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7298   -9.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3875   -8.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3000   -7.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7904   -5.9694    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 20  1  0
 19 18  1  0
 18 16  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 18 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2206027

   (3Z)-3-[(9-methylcarbazol-3-yl)methylidene]-1H-indol-2-one

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: 324.38

Molecular Weight (Monoisotopic): 324.1263

AlogP: 4.82

#Rotatable Bonds: 1

Polar Surface Area: 34.03

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.31

CX Basic pKa: ┄

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -0.29

References

1. Amombo GM, Kramer T, Lo Monte F, Göring S, Fach M, Smith S, Kolb S, Schubenel R, Baumann K, Schmidt B..  (2012)  Modification of a promiscuous inhibitor shifts the inhibition from γ-secretase to FLT-3.,  22  (24): [PMID:23107479] [10.1016/j.bmcl.2012.10.016]

Source

Source(1):

• Scientific Literature