(E)-N-hydroxy-4-(2-methoxy-5-(2-methyl-3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-en-1-yl)phenoxy)butanamide

ID: ALA4530175

PubChem CID: 155545823

Max Phase: Preclinical

Molecular Formula: C24H29NO8

Molecular Weight: 459.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(\C)C(=O)c2cc(OC)c(OC)c(OC)c2)cc1OCCCC(=O)NO

Standard InChI:  InChI=1S/C24H29NO8/c1-15(23(27)17-13-20(30-3)24(32-5)21(14-17)31-4)11-16-8-9-18(29-2)19(12-16)33-10-6-7-22(26)25-28/h8-9,11-14,28H,6-7,10H2,1-5H3,(H,25,26)/b15-11+

Standard InChI Key:  SKWOXITZTDAWTM-RVDMUPIBSA-N

Molfile:  

 
     RDKit          2D

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    4.3858  -14.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847  -15.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0927  -15.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8024  -15.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7996  -14.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0909  -14.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0925  -16.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8001  -17.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6767  -15.9948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693  -15.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6780  -14.3588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9704  -14.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5057  -14.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2150  -14.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5026  -13.5351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6304  -15.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3388  -15.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0459  -15.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0402  -14.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3312  -14.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7557  -15.9685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4613  -15.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7449  -14.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4556  -14.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1603  -14.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8709  -14.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5757  -14.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2863  -14.7111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5697  -13.4905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9910  -14.2974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2180  -15.5754    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
  3  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  1  0
  1 11  1  0
 11 12  1  0
  5 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 14 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530175

   ---

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: 459.50

Molecular Weight (Monoisotopic): 459.1893

AlogP: 3.67

#Rotatable Bonds: 12

Polar Surface Area: 112.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 2.68

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.16

Np Likeness Score: 0.01

References

1. Wang B, Chen X, Gao J, Su L, Zhang L, Xu H, Luan Y..  (2019)  Anti-tumor activity evaluation of novel tubulin and HDAC dual-targeting inhibitors.,  29  (18): [PMID:31400938] [10.1016/j.bmcl.2019.07.045]

Source

Source(1):

• Scientific Literature