N-Hydroxy-5-((1-oxoisoindolin-2-yl)methyl)-[1,1'-biphenyl]-2-carboxamide

ID: ALA4776127

PubChem CID: 162643277

Max Phase: Preclinical

Molecular Formula: C22H18N2O3

Molecular Weight: 358.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(CN2Cc3ccccc3C2=O)cc1-c1ccccc1

Standard InChI:  InChI=1S/C22H18N2O3/c25-21(23-27)19-11-10-15(12-20(19)16-6-2-1-3-7-16)13-24-14-17-8-4-5-9-18(17)22(24)26/h1-12,27H,13-14H2,(H,23,25)

Standard InChI Key:  ZLQGJCXVOFYHBM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.9007  -12.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6096  -12.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4504  -12.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1149  -13.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3162  -13.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9066  -13.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0919  -13.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6859  -13.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1005  -14.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9138  -14.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2776  -11.6832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6101  -13.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3182  -14.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0257  -13.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0206  -12.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3119  -12.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7351  -14.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7387  -14.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4411  -13.6146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1505  -14.0201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7236  -12.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4343  -12.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1388  -12.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1340  -11.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4186  -11.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7170  -11.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 23  2  0
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 27 22  1  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776127

   ---

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: 358.40

Molecular Weight (Monoisotopic): 358.1317

AlogP: 3.63

#Rotatable Bonds: 4

Polar Surface Area: 69.64

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.94

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 3.23

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -0.64

References

1. Mak JYW,Wu KC,Gupta PK,Barbero S,McLaughlin MG,Lucke AJ,Tng J,Lim J,Loh Z,Sweet MJ,Reid RC,Liu L,Fairlie DP.  (2021)  HDAC7 Inhibition by Phenacetyl and Phenylbenzoyl Hydroxamates.,  64  (4.0): [PMID:33570940] [10.1021/acs.jmedchem.0c01967]

Source

Source(1):

• Scientific Literature