(4-Benzylpiperazin-1-yl)(2-(3-methoxyphenyl)-quinolin-4-yl)methanone

ID: ALA4070968

PubChem CID: 1292979

Max Phase: Preclinical

Molecular Formula: C28H27N3O2

Molecular Weight: 437.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2cc(C(=O)N3CCN(Cc4ccccc4)CC3)c3ccccc3n2)c1

Standard InChI:  InChI=1S/C28H27N3O2/c1-33-23-11-7-10-22(18-23)27-19-25(24-12-5-6-13-26(24)29-27)28(32)31-16-14-30(15-17-31)20-21-8-3-2-4-9-21/h2-13,18-19H,14-17,20H2,1H3

Standard InChI Key:  VKSVJQOJUSUALE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.0565   -4.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7687   -5.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7669   -3.4666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4796   -3.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.9013   -4.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3489   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6378   -2.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5084   -3.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3475   -5.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6388   -6.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6364   -7.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3491   -7.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0640   -7.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9240   -7.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2128   -7.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2182   -6.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5119   -5.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7985   -6.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8000   -7.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5109   -7.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  6  2  0
  5  4  2  0
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  5  6  1  0
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  7  8  2  0
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 15 16  2  0
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  1 11  1  0
  3 17  1  0
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 17 19  2  0
 15 20  1  0
 20 21  1  0
 18 22  1  0
 18 26  1  0
 22 23  1  0
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 24 25  1  0
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 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4070968

   (4-Benzylpiperazino)[2-(3-methoxyphenyl)-4-quinolyl]methanone

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: 437.54

Molecular Weight (Monoisotopic): 437.2103

AlogP: 4.87

#Rotatable Bonds: 5

Polar Surface Area: 45.67

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.93

CX LogP: 4.88

CX LogD: 4.75

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.42

References

1. Yamada K, Levell J, Yoon T, Kohls D, Yowe D, Rigel DF, Imase H, Yuan J, Yasoshima K, DiPetrillo K, Monovich L, Xu L, Zhu M, Kato M, Jain M, Idamakanti N, Taslimi P, Kawanami T, Argikar UA, Kunjathoor V, Xie X, Yagi YI, Iwaki Y, Robinson Z, Park HM..  (2017)  Optimization of Allosteric With-No-Lysine (WNK) Kinase Inhibitors and Efficacy in Rodent Hypertension Models.,  60  (16): [PMID:28771350] [10.1021/acs.jmedchem.7b00708]

Source

Source(1):

• Scientific Literature