5-((2-Fluorobenzamido)methyl)-N-hydroxy-[1,1'-biphenyl]-2-carboxamide

ID: ALA4752663

PubChem CID: 162652910

Max Phase: Preclinical

Molecular Formula: C21H17FN2O3

Molecular Weight: 364.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(C(=O)NO)c(-c2ccccc2)c1)c1ccccc1F

Standard InChI:  InChI=1S/C21H17FN2O3/c22-19-9-5-4-8-17(19)20(25)23-13-14-10-11-16(21(26)24-27)18(12-14)15-6-2-1-3-7-15/h1-12,27H,13H2,(H,23,25)(H,24,26)

Standard InChI Key:  MJHOILSAAGMDMQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.4580  -17.1441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1645  -16.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8734  -17.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8739  -17.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820  -18.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2895  -17.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2844  -17.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758  -16.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9990  -18.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0025  -19.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7049  -17.9441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4144  -18.3496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875  -16.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6981  -17.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4027  -16.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3978  -15.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6824  -15.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9808  -15.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524  -16.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7551  -18.3715    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0463  -17.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0516  -17.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496  -16.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6418  -17.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6405  -17.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431  -18.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7519  -15.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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  5  6  2  0
  6  7  1  0
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  7 13  1  0
  1 19  1  0
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 21 22  2  0
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 26 21  1  0
 19 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752663

   ---

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: 364.38

Molecular Weight (Monoisotopic): 364.1223

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.94

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: -1.17

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