SID865852

ID: ALA1353116

PubChem CID: 5390080

Max Phase: Preclinical

Molecular Formula: C24H25FN2O4

Molecular Weight: 424.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1Cc2cc(C(=O)C3=C(O)C(=O)N(CCN(C)C)C3c3ccccc3F)ccc2O1

Standard InChI:  InChI=1S/C24H25FN2O4/c1-14-12-16-13-15(8-9-19(16)31-14)22(28)20-21(17-6-4-5-7-18(17)25)27(11-10-26(2)3)24(30)23(20)29/h4-9,13-14,21,29H,10-12H2,1-3H3

Standard InChI Key:  YORFZOKUUKWPGU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    0.0082   -0.3725    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416    1.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0860    2.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292   -0.7646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9572    1.5529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0090    0.7505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1169    1.2454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5611    0.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3147    0.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2285    1.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215    1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895   -0.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7437    0.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6049   -0.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1885    0.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1726    0.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4582    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0026   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1726    1.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7437    1.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4582    1.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9572    0.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334   -1.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4422    0.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2964    1.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8311   -2.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0465   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2672    0.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    1.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4524    0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0
  2 10  1  0
  3 11  2  0
  4 12  2  0
  5 20  1  0
  5 25  1  0
  6  8  1  0
  6 11  1  0
  6 16  1  0
  7 26  1  0
  7 30  1  0
  7 31  1  0
  8  9  1  0
  8 13  1  0
  9 10  2  0
  9 12  1  0
 10 11  1  0
 12 14  1  0
 13 15  1  0
 13 19  2  0
 14 18  1  0
 14 21  2  0
 15 24  2  0
 16 26  1  0
 17 18  2  0
 17 20  1  0
 17 23  1  0
 19 27  1  0
 20 22  2  0
 21 22  1  0
 23 25  1  0
 24 28  1  0
 25 29  1  0
 27 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1353116

   (4E)-1-[2-(dimethylamino)ethyl]-5-(2-fluorophenyl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrrolidine-2,3-dione

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: 424.47

Molecular Weight (Monoisotopic): 424.1798

AlogP: 3.29

#Rotatable Bonds: 6

Polar Surface Area: 70.08

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.53

CX Basic pKa: 7.76

CX LogP: 2.58

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.72

Np Likeness Score: -1.08

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays