(E)-N-((4-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzyl)oxy)isoquinoline-1-carboxamide

ID: ALA4526080

PubChem CID: 155543375

Max Phase: Preclinical

Molecular Formula: C20H17N3O4

Molecular Weight: 363.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(CONC(=O)c2nccc3ccccc23)cc1)NO

Standard InChI:  InChI=1S/C20H17N3O4/c24-18(22-26)10-9-14-5-7-15(8-6-14)13-27-23-20(25)19-17-4-2-1-3-16(17)11-12-21-19/h1-12,26H,13H2,(H,22,24)(H,23,25)/b10-9+

Standard InChI Key:  ZKMQNPCDRVVNPS-MDZDMXLPSA-N

Molfile:  

 
     RDKit          2D

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   35.0459   -3.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7580   -3.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4718   -3.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4690   -2.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7562   -1.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3337   -3.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6263   -3.1957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1793   -1.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8927   -2.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6029   -1.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3122   -2.3589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5999   -1.1316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0225   -1.9476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9142   -3.6078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2026   -3.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4905   -3.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2033   -2.3732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7862   -4.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4949   -4.4255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0697   -4.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0731   -3.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7790   -3.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7755   -2.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0668   -1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3602   -2.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3672   -3.2035    0.0000 C   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
  2  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  2  0
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 11 13  2  0
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  8 15  1  0
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 21 19  1  0
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 21 22  2  0
 22 23  1  0
 23 24  1  0
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 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4526080

   ---

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: 363.37

Molecular Weight (Monoisotopic): 363.1219

AlogP: 2.62

#Rotatable Bonds: 6

Polar Surface Area: 100.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: 2.06

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -0.50

References

1. Pflieger M, Hamacher A, Öz T, Horstick-Muche N, Boesen B, Schrenk C, Kassack MU, Kurz T..  (2019)  Novel α,β-unsaturated hydroxamic acid derivatives overcome cisplatin resistance.,  27  (19): [PMID:31431326] [10.1016/j.bmc.2019.07.052]

Source

Source(1):

• Scientific Literature