4-(4-Fluorophenyl)-1,2-dihydro-2-imino-6-(4-methoxy-7-methyl-5-oxo-5H-furo[3,2-g]chromen-6-yl)pyridine-3-carbonitrile

ID: ALA4092497

PubChem CID: 137653210

Max Phase: Preclinical

Molecular Formula: C25H16FN3O4

Molecular Weight: 441.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c2ccoc2cc2oc(C)c(-c3cc(-c4ccc(F)cc4)c(C#N)c(=N)[nH]3)c(=O)c12

Standard InChI:  InChI=1S/C25H16FN3O4/c1-12-21(23(30)22-20(33-12)10-19-15(7-8-32-19)24(22)31-2)18-9-16(17(11-27)25(28)29-18)13-3-5-14(26)6-4-13/h3-10H,1-2H3,(H2,28,29)

Standard InChI Key:  UKFXLFGOLVTDOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   17.9234  -14.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9249  -14.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2211  -13.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5076  -14.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5086  -14.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2124  -15.3237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6359  -13.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3422  -13.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6259  -15.3313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7982  -16.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7982  -15.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0878  -14.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3806  -15.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6744  -14.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9618  -15.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9618  -16.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6744  -16.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3806  -16.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0878  -16.5413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1847  -16.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1847  -15.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7058  -15.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0878  -14.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5086  -16.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6744  -14.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9618  -13.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2201  -12.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9305  -12.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9342  -11.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2304  -11.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5200  -11.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5163  -12.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2332  -10.4200    0.0000 F   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  2  0
  5  6  1  0
  1  6  1  0
  7  8  3  0
  2  7  1  0
  1  9  2  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 18 19  1  0
 10 19  1  0
 21 22  2  0
 20 22  1  0
 15 21  1  0
 16 20  1  0
 12 23  2  0
 10 24  1  0
 25 26  1  0
 14 25  1  0
  5 11  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 27 32  2  0
 30 33  1  0
  3 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092497

   ---

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: 441.42

Molecular Weight (Monoisotopic): 441.1125

AlogP: 5.01

#Rotatable Bonds: 3

Polar Surface Area: 116.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.55

CX Basic pKa: 8.38

CX LogP: 2.27

CX LogD: 1.79

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -0.01

References

1. Amin KM, Syam YM, Anwar MM, Ali HI, Abdel-Ghani TM, Serry AM..  (2017)  Synthesis and molecular docking studies of new furochromone derivatives as p38α MAPK inhibitors targeting human breast cancer MCF-7 cells.,  25  (8): [PMID:28291685] [10.1016/j.bmc.2017.02.065]

Source

Source(1):

• Scientific Literature