4-(3-Methyl-5-oxo-4-((5-(3-oxo-2,3-dihydro-1H-inden-4-yl)furan-2-yl)methylene)-4,5-dihydro-1H-pyrazol-1-yl)benzoic acid

ID: ALA4474848

PubChem CID: 155537172

Max Phase: Preclinical

Molecular Formula: C25H18N2O5

Molecular Weight: 426.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=NN(c2ccc(C(=O)O)cc2)C(=O)/C1=C\c1ccc(-c2cccc3c2C(=O)CC3)o1

Standard InChI:  InChI=1S/C25H18N2O5/c1-14-20(24(29)27(26-14)17-8-5-16(6-9-17)25(30)31)13-18-10-12-22(32-18)19-4-2-3-15-7-11-21(28)23(15)19/h2-6,8-10,12-13H,7,11H2,1H3,(H,30,31)/b20-13-

Standard InChI Key:  WHYQTFFTGCKZHP-MOSHPQCFSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   14.0640  -26.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0629  -26.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7785  -27.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4959  -26.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4931  -26.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7768  -25.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7712  -24.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4383  -24.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1821  -23.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3566  -23.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1012  -24.4172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6629  -22.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4841  -23.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8975  -23.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7045  -23.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7878  -22.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0324  -22.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3155  -24.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1457  -24.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7610  -25.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5465  -25.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2242  -24.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8677  -22.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7783  -28.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0670  -28.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4896  -28.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0964  -23.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7119  -24.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4169  -24.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2371  -23.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4210  -23.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0002  -22.4178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  6  7  1  0
  9 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 28  1  0
 27 18  1  0
 15 18  1  0
  8 22  2  0
 10 23  1  0
  3 24  1  0
 24 25  1  0
 24 26  2  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
 31 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474848

   ---

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: 426.43

Molecular Weight (Monoisotopic): 426.1216

AlogP: 4.58

#Rotatable Bonds: 4

Polar Surface Area: 100.18

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.98

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 0.56

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -0.75

References

1. Liu R, Zhang Z, Yang H, Zhou K, Geng M, Zhou W, Zhang M, Huang X, Li Y..  (2019)  Design, synthesis, and biological evaluation of a new class of histone acetyltransferase p300 inhibitors.,  180  [PMID:31306905] [10.1016/j.ejmech.2019.07.026]

Source

Source(1):

• Scientific Literature