Methyl 2-Fluoro-3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene-8-carboxylate

ID: ALA4474212

PubChem CID: 155536960

Max Phase: Preclinical

Molecular Formula: C13H9FO6

Molecular Weight: 280.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(O)c(=O)c2c(O)c(O)c(F)cc2c1

Standard InChI:  InChI=1S/C13H9FO6/c1-20-13(19)6-2-5-3-7(14)10(16)12(18)9(5)11(17)8(15)4-6/h2-4,16,18H,1H3,(H,15,17)

Standard InChI Key:  HDMKIWORUBIKLL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   13.8331  -19.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8319  -20.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5400  -20.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5382  -18.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2516  -20.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2468  -19.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8878  -18.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9016  -20.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6922  -18.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7046  -20.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0536  -19.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6971  -17.9054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1957  -18.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5357  -17.9985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1252  -18.8162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2209  -20.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9305  -21.7569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0276  -20.8626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1239  -20.4522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.1238  -21.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  5  2  0
  6  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  7  9  1  0
  8 10  2  0
  9 11  2  0
 10 11  1  0
  7 12  2  0
  9 13  1  0
  4 14  1  0
  1 15  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
  2 19  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474212

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 280.21

Molecular Weight (Monoisotopic): 280.0383

AlogP: 1.24

#Rotatable Bonds: 1

Polar Surface Area: 104.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.89

CX Basic pKa: 2.90

CX LogP: 2.20

CX LogD: 1.58

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.54

Np Likeness Score: 0.57

References

1. Kim B, Jo S, Park SB, Chae CH, Lee K, Koh B, Shin I..  (2020)  Development and structure-activity relationship study of SHP2 inhibitor containing 3,4,6-trihydroxy-5-oxo-5H-benzo[7]annulene.,  30  (1): [PMID:31784318] [10.1016/j.bmcl.2019.126756]

Source

Source(1):

• Scientific Literature