N1-(1-((4-chlorophenyl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)-N8-hydroxyoctanediamide

ID: ALA4570814

PubChem CID: 155561174

Max Phase: Preclinical

Molecular Formula: C25H29ClN4O4

Molecular Weight: 484.98

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H29ClN4O4/c26-18-11-13-19(14-12-18)28-25(33)22(15-17-16-27-21-8-6-5-7-20(17)21)29-23(31)9-3-1-2-4-10-24(32)30-34/h5-8,11-14,16,22,27,34H,1-4,9-10,15H2,(H,28,33)(H,29,31)(H,30,32)

Standard InChI Key:  VVMDUDBIXQDAFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   15.9294   -1.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3671   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6027   -2.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7231   -1.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9617   -2.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4013   -3.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8016   -3.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6094   -3.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7083   -2.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4224   -2.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1235   -2.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8376   -2.4036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1106   -3.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3966   -4.0154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8118   -4.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3837   -4.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6689   -5.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6557   -6.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3574   -6.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0739   -6.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0836   -5.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5388   -2.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2529   -2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5259   -3.6404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9540   -2.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6681   -2.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3693   -2.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0833   -2.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7845   -2.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4986   -2.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1997   -2.9126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5115   -1.6758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9138   -2.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3456   -7.2780    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
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 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
 30 31  1  0
 30 32  2  0
 31 33  1  0
 19 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570814

   ---

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: 484.98

Molecular Weight (Monoisotopic): 484.1877

AlogP: 4.33

#Rotatable Bonds: 12

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: 3.83

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.15

Np Likeness Score: -0.56

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