3-(8-hydroxyquinolin-6-yl)-N-(3-phenylpropyl)benzamide

ID: ALA3785491

Cas Number: 2003260-55-5

PubChem CID: 127030711

Product Number: N648967, Order Now?

Max Phase: Preclinical

Molecular Formula: C25H22N2O2

Molecular Weight: 382.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCCc1ccccc1)c1cccc(-c2cc(O)c3ncccc3c2)c1

Standard InChI:  InChI=1S/C25H22N2O2/c28-23-17-22(16-20-12-6-13-26-24(20)23)19-10-4-11-21(15-19)25(29)27-14-5-9-18-7-2-1-3-8-18/h1-4,6-8,10-13,15-17,28H,5,9,14H2,(H,27,29)

Standard InChI Key:  NYKBXXGHEMXSBB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928    2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9097   -3.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2093   -3.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5078   -3.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5067   -1.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2071   -0.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2134   -5.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5147   -6.0003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -5.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5189   -7.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8202   -8.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8244   -9.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1257  -10.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1321  -11.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4342  -12.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7301  -11.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7239  -10.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4217   -9.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
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  6  7  2  0
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  8  9  2  0
  9 10  1  0
 10  5  2  0
  1 11  1  0
  3 12  1  0
 12 13  2  0
 13 14  1  0
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 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3785491

   NCGC00244536

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 382.46

Molecular Weight (Monoisotopic): 382.1681

AlogP: 4.97

#Rotatable Bonds: 6

Polar Surface Area: 62.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: 4.76

CX LogP: 5.01

CX LogD: 5.00

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -0.57

References

1. McAllister TE, England KS, Hopkinson RJ, Brennan PE, Kawamura A, Schofield CJ..  (2016)  Recent Progress in Histone Demethylase Inhibitors.,  59  (4): [PMID:26710088] [10.1021/acs.jmedchem.5b01758]

2. Wu Q, Young B, Wang Y, Davidoff AM, Rankovic Z, Yang J..  (2022)  Recent Advances with KDM4 Inhibitors and Potential Applications.,  65  (14.0): [PMID:35838529] [10.1021/acs.jmedchem.2c00680]

Source

Source(1):

• Scientific Literature