4-[(N-[2-(Benzylamino)-2-oxoethyl]-5-(dimethylamino)naphthalene-1-sulfonamido)methyl]-N-hydroxybenzamide

ID: ALA4457698

PubChem CID: 155526258

Max Phase: Preclinical

Molecular Formula: C29H30N4O5S

Molecular Weight: 546.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1cccc2c(S(=O)(=O)N(CC(=O)NCc3ccccc3)Cc3ccc(C(=O)NO)cc3)cccc12

Standard InChI:  InChI=1S/C29H30N4O5S/c1-32(2)26-12-6-11-25-24(26)10-7-13-27(25)39(37,38)33(19-22-14-16-23(17-15-22)29(35)31-36)20-28(34)30-18-21-8-4-3-5-9-21/h3-17,36H,18-20H2,1-2H3,(H,30,34)(H,31,35)

Standard InChI Key:  FEZFVSIXKPZEDK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 42  0  0  0  0  0  0  0  0999 V2000
    6.6709   -4.6334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2625   -5.3501    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0873   -5.3453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2706   -7.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9871   -7.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9842   -6.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2688   -6.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5558   -7.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580   -6.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454   -6.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1299   -6.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1316   -7.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8449   -7.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5450   -4.9429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5388   -4.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336   -5.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1161   -4.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501   -3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9672   -4.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6780   -3.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6723   -2.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9496   -2.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -2.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047   -5.3716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1098   -4.1287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3922   -3.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3861   -2.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004   -2.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946   -1.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3765   -1.2512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627   -1.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6721   -2.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8462   -8.6550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324   -9.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5614   -9.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3830   -2.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1011   -2.8544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8119   -2.4356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3757   -1.6233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  8  2  0
  7  2  1  0
  2 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 17 24  2  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 13 33  1  0
 33 34  1  0
 33 35  1  0
 21 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4457698

   ---

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: 546.65

Molecular Weight (Monoisotopic): 546.1937

AlogP: 3.53

#Rotatable Bonds: 10

Polar Surface Area: 119.05

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.05

CX Basic pKa: 4.63

CX LogP: 3.32

CX LogD: 3.30

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.21

Np Likeness Score: -1.44

References

1. Raudszus R, Nowotny R, Gertzen CGW, Schöler A, Krizsan A, Gockel I, Kalwa H, Gohlke H, Thieme R, Hansen FK..  (2019)  Fluorescent analogs of peptoid-based HDAC inhibitors: Synthesis, biological activity and cellular uptake kinetics.,  27  (19): [PMID:31420257] [10.1016/j.bmc.2019.07.055]

Source

Source(1):

• Scientific Literature