2'H,4H-[2,5'-Bichromen]-4-one

ID: ALA2347758

PubChem CID: 71662267

Max Phase: Preclinical

Molecular Formula: C18H12O3

Molecular Weight: 276.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2cccc3c2C=CCO3)oc2ccccc12

Standard InChI:  InChI=1S/C18H12O3/c19-15-11-18(21-17-8-2-1-5-14(15)17)13-6-3-9-16-12(13)7-4-10-20-16/h1-9,11H,10H2

Standard InChI Key:  WATBXYALBUCQQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   18.5973   -9.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3072   -9.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0212   -9.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0212   -8.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5890   -8.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3030   -8.1802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8833   -9.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8833   -8.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1775   -9.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1775   -8.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3072  -10.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7269   -8.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7187   -7.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4244   -6.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1385   -7.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1378   -8.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4327   -8.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4432   -9.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1581   -9.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8638   -9.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8498   -8.5760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  6  1  0
  5  1  1  0
  6  5  1  0
  7  1  2  0
  8  5  2  0
  9  7  1  0
 10  9  2  0
 11  2  2  0
 12  4  1  0
 17 12  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
  8 10  1  0
  3  4  2  0
 16 15  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2347758

   2'H,4H-[2,5'-BICHROMEN]-4-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: 276.29

Molecular Weight (Monoisotopic): 276.0786

AlogP: 3.87

#Rotatable Bonds: 1

Polar Surface Area: 39.44

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: 1.05

References

1. Liu J, Taylor SF, Dupart PS, Arnold CL, Sridhar J, Jiang Q, Wang Y, Skripnikova EV, Zhao M, Foroozesh M..  (2013)  Pyranoflavones: a group of small-molecule probes for exploring the active site cavities of cytochrome P450 enzymes 1A1, 1A2, and 1B1.,  56  (10): [PMID:23600958] [10.1021/jm4003654]

Source

Source(1):

• Scientific Literature