5-((1,3-Dioxo-1,3-dihydro-2H-pyrrolo[3,4-c]pyridin-2-yl)-methyl)-N-hydroxy-[1,1'-biphenyl]-2-carboxamide

ID: ALA4776825

PubChem CID: 162643011

Max Phase: Preclinical

Molecular Formula: C21H15N3O4

Molecular Weight: 373.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(CN2C(=O)c3ccncc3C2=O)cc1-c1ccccc1

Standard InChI:  InChI=1S/C21H15N3O4/c25-19(23-28)15-7-6-13(10-17(15)14-4-2-1-3-5-14)12-24-20(26)16-8-9-22-11-18(16)21(24)27/h1-11,28H,12H2,(H,23,25)

Standard InChI Key:  IQPWCCOIBLQJFA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.7146  -21.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4236  -21.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644  -21.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9289  -22.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301  -22.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205  -22.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059  -22.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998  -22.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9144  -23.5099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277  -23.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916  -20.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4241  -22.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1322  -23.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8396  -22.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8345  -21.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259  -21.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5491  -23.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5526  -23.8408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2550  -22.6119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9645  -23.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5376  -21.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2482  -21.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9528  -21.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9479  -20.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2326  -20.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5310  -20.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5365  -23.1727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 27 22  1  0
 16 22  1  0
  5 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776825

   ---

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: 373.37

Molecular Weight (Monoisotopic): 373.1063

AlogP: 2.66

#Rotatable Bonds: 4

Polar Surface Area: 99.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.94

CX Basic pKa: 1.88

CX LogP: 1.92

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -0.93

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