(E)-N-((4-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzyl)oxy)-3,4,5-trimethoxybenzamide

ID: ALA4570738

PubChem CID: 155561445

Max Phase: Preclinical

Molecular Formula: C20H22N2O7

Molecular Weight: 402.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)NOCc2ccc(/C=C/C(=O)NO)cc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H22N2O7/c1-26-16-10-15(11-17(27-2)19(16)28-3)20(24)22-29-12-14-6-4-13(5-7-14)8-9-18(23)21-25/h4-11,25H,12H2,1-3H3,(H,21,23)(H,22,24)/b9-8+

Standard InChI Key:  YZYKDCAQJIOPOU-CMDGGOBGSA-N

Molfile:  

 
     RDKit          2D

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   10.1899  -21.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8995  -20.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8967  -20.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7738  -21.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0664  -20.9964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7275  -20.1637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0152  -18.9406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4337  -19.7525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3584  -21.4044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6510  -20.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9429  -21.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6516  -20.1781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5315  -21.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5304  -22.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2427  -22.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9474  -22.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8229  -22.6277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150  -22.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8243  -20.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8253  -20.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2450  -23.4449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5384  -23.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 26  1  0
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 22 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570738

   ---

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: 402.40

Molecular Weight (Monoisotopic): 402.1427

AlogP: 2.09

#Rotatable Bonds: 9

Polar Surface Area: 115.35

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.33

Np Likeness Score: -0.25

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