4-((4aS,10R)-10,10-Dioxo-1,2,3,4,4a,10,11,11a-octahydro-10lambda(6)-thia-5-aza-dibenzo[a,d]cyclohepten-5-ylmethyl)-N-hydroxy-benzamide

ID: ALA4744479

PubChem CID: 162648243

Max Phase: Preclinical

Molecular Formula: C21H24N2O4S

Molecular Weight: 400.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(CN2c3ccccc3S(=O)(=O)C[C@@H]3CCCC[C@@H]32)cc1

Standard InChI:  InChI=1S/C21H24N2O4S/c24-21(22-25)16-11-9-15(10-12-16)13-23-18-6-2-1-5-17(18)14-28(26,27)20-8-4-3-7-19(20)23/h3-4,7-12,17-18,25H,1-2,5-6,13-14H2,(H,22,24)/t17-,18-/m0/s1

Standard InChI Key:  DMIDPYMXHVUIIM-ROUUACIJSA-N

Molfile:  

 
     RDKit          2D

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    8.1145   -4.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309   -5.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8297   -6.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5434   -7.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5416   -5.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2569   -6.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2559   -5.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9083   -7.2358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1836   -7.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0103   -7.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3663   -6.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8957   -6.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7291   -8.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3754   -8.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9871   -9.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7699   -9.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5896   -9.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9822   -8.4715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4114   -9.8322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967   -8.7193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6512   -5.7076    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7110   -7.8666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 10 18  1  0
 18 19  1  0
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 21 22  2  0
 22 23  1  0
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 24 19  1  0
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 22 25  1  0
 26 28  1  0
 12 29  1  1
 13 30  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4744479

   ---

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: 400.50

Molecular Weight (Monoisotopic): 400.1457

AlogP: 3.16

#Rotatable Bonds: 3

Polar Surface Area: 86.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -0.80

References

1. Wang XX,Wan RZ,Liu ZP.  (2018)  Recent advances in the discovery of potent and selective HDAC6 inhibitors.,  143  [PMID:29133060] [10.1016/j.ejmech.2017.10.040]

Source

Source(1):

• Scientific Literature