2-Amino-6,8-difluoro-4-(2-oxo-2-phenylethyl)-4H-chromene-3-carbonitrile

ID: ALA4288661

PubChem CID: 145992538

Max Phase: Preclinical

Molecular Formula: C18H12F2N2O2

Molecular Weight: 326.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2c(F)cc(F)cc2C1CC(=O)c1ccccc1

Standard InChI:  InChI=1S/C18H12F2N2O2/c19-11-6-13-12(8-16(23)10-4-2-1-3-5-10)14(9-21)18(22)24-17(13)15(20)7-11/h1-7,12H,8,22H2

Standard InChI Key:  IQIYYYBQEKWNDN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    3.8090  -13.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8078  -14.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5222  -14.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204  -13.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2354  -13.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2388  -14.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9536  -14.9714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6697  -14.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6662  -13.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9468  -13.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3848  -14.9670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9423  -12.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2260  -12.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2214  -11.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5141  -12.4986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9338  -10.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9297  -10.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2128   -9.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4986  -10.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063  -10.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3796  -13.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0912  -12.8927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5227  -15.8023    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948  -13.3261    0.0000 F   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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  8 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
  9 21  1  0
 21 22  3  0
  3 23  1  0
  1 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4288661

   ---

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: 326.30

Molecular Weight (Monoisotopic): 326.0867

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 76.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.40

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.88

Np Likeness Score: -1.03

References

1. Pontes O, Costa M, Santos F, Sampaio-Marques B, Dias T, Ludovico P, Baltazar F, Proença F..  (2018)  Exploitation of new chalcones and 4H-chromenes as agents for cancer treatment.,  157  [PMID:30081238] [10.1016/j.ejmech.2018.07.058]

Source

Source(1):

• Scientific Literature