N1-(1-((4-chlorophenyl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)-N7-hydroxyheptanediamide

ID: ALA4521973

PubChem CID: 155542875

Max Phase: Preclinical

Molecular Formula: C24H27ClN4O4

Molecular Weight: 470.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCCC(=O)NC(Cc1c[nH]c2ccccc12)C(=O)Nc1ccc(Cl)cc1)NO

Standard InChI:  InChI=1S/C24H27ClN4O4/c25-17-10-12-18(13-11-17)27-24(32)21(14-16-15-26-20-7-5-4-6-19(16)20)28-22(30)8-2-1-3-9-23(31)29-33/h4-7,10-13,15,21,26,33H,1-3,8-9,14H2,(H,27,32)(H,28,30)(H,29,31)

Standard InChI Key:  HNQOXTGAWZSHLT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.3124  -16.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7502  -16.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858  -17.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1062  -16.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1846  -18.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9925  -18.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0914  -17.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8054  -17.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2207  -17.1626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4937  -18.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7796  -18.7744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1949  -18.7967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7667  -19.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0388  -20.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7405  -21.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4570  -20.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4667  -20.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9218  -17.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6359  -17.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9090  -18.3994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3371  -17.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0512  -17.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7523  -17.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4664  -17.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1676  -17.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8816  -17.2519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1547  -18.4664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5828  -17.6716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7287  -22.0370    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
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 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 12 22  1  0
 22 23  1  0
 22 24  2  0
 23 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
 19 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521973

   ---

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: 470.96

Molecular Weight (Monoisotopic): 470.1721

AlogP: 3.94

#Rotatable Bonds: 11

Polar Surface Area: 123.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.37

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.17

Np Likeness Score: -0.58

References

1. Zhang Q, Lv J, He F, Yu C, Qu Y, Zhang X, Xu A, Wu J..  (2019)  Design, synthesis and activity evaluation of indole-based double - Branched HDAC1 inhibitors.,  27  (8): [PMID:30879863] [10.1016/j.bmc.2019.03.008]

Source

Source(1):

• Scientific Literature