5-((5,7-Dioxo-5,7-dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-methyl)-N-hydroxy-[1,1'-biphenyl]-2-carboxamide

ID: ALA4784844

PubChem CID: 162666802

Max Phase: Preclinical

Molecular Formula: C21H15N3O4

Molecular Weight: 373.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(CN2C(=O)c3cccnc3C2=O)cc1-c1ccccc1

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

Standard InChI Key:  KINRGHJMNNIEQN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.0155  -16.4177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7220  -16.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4309  -16.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2718  -16.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9363  -17.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1375  -17.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7279  -16.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9132  -16.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5072  -17.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9218  -18.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7351  -18.1096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0989  -15.2863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4314  -17.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1395  -17.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8470  -17.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8419  -16.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1333  -15.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5565  -17.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5600  -18.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2624  -17.2177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9719  -17.6232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5450  -15.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2556  -16.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9602  -15.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9553  -15.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2400  -14.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5383  -15.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5439  -17.7784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  4  7  1  0
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  6  7  2  0
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  4 12  2  0
  3 13  2  0
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 17  3  1  0
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 20 21  1  0
 22 23  2  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 16 22  1  0
  5 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4784844

   ---

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: 1.66

CX LogP: 2.30

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -0.96

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