4-chloro-N3-(1,3-dimethyl-2-oxo-1,2-dihydroquinolin-6-yl)-N1-hydroxyisophthalamide

ID: ALA4790363

PubChem CID: 162668960

Max Phase: Preclinical

Molecular Formula: C19H16ClN3O4

Molecular Weight: 385.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc2cc(NC(=O)c3cc(C(=O)NO)ccc3Cl)ccc2n(C)c1=O

Standard InChI:  InChI=1S/C19H16ClN3O4/c1-10-7-12-8-13(4-6-16(12)23(2)19(10)26)21-18(25)14-9-11(17(24)22-27)3-5-15(14)20/h3-9,27H,1-2H3,(H,21,25)(H,22,24)

Standard InChI Key:  QNBKPOQRRXZDRO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.3781  -21.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3770  -21.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0850  -22.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7947  -21.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7919  -21.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0832  -20.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4996  -20.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2088  -21.1304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4965  -19.9073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6703  -20.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6701  -19.9140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9627  -21.1400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9623  -19.5056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2026  -19.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9086  -19.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6143  -19.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1947  -18.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8975  -18.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6077  -18.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3102  -18.2647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3087  -17.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5985  -17.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8898  -17.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5955  -16.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0151  -17.0365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0193  -18.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5030  -22.3662    0.0000 Cl  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  2  0
  7  9  1  0
  5  7  1  0
  1 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 19  2  0
 18 17  2  0
 17 14  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  2  0
 20 26  1  0
  4 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790363

   ---

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: 385.81

Molecular Weight (Monoisotopic): 385.0829

AlogP: 2.87

#Rotatable Bonds: 3

Polar Surface Area: 100.43

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.01

CX Basic pKa: ┄

CX LogP: 2.40

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: -1.30

References

1. Ghazy E,Zeyen P,Herp D,Hügle M,Schmidtkunz K,Erdmann F,Robaa D,Schmidt M,Morales ER,Romier C,Günther S,Jung M,Sippl W.  (2020)  Design, synthesis, and biological evaluation of dual targeting inhibitors of histone deacetylase 6/8 and bromodomain BRPF1.,  200  [PMID:32497960] [10.1016/j.ejmech.2020.112338]

Source

Source(1):

• Scientific Literature