(S)-3-Hydroxy-2-phenyl-N-(1-phenylpropyl)-7-methoxyquinoline-4-carboxamide

ID: ALA3813835

PubChem CID: 127048298

Max Phase: Preclinical

Molecular Formula: C26H24N2O3

Molecular Weight: 412.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](NC(=O)c1c(O)c(-c2ccccc2)nc2cc(OC)ccc12)c1ccccc1

Standard InChI:  InChI=1S/C26H24N2O3/c1-3-21(17-10-6-4-7-11-17)28-26(30)23-20-15-14-19(31-2)16-22(20)27-24(25(23)29)18-12-8-5-9-13-18/h4-16,21,29H,3H2,1-2H3,(H,28,30)/t21-/m0/s1

Standard InChI Key:  UERRLAUBDILGGG-NRFANRHFSA-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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    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
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   -0.2489   -3.5938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9086    1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125    0.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065    1.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965    3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1925    3.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985    3.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486   -1.3517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911    1.5017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894    2.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  1 10  1  0
  5 10  1  0
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  4 11  1  0
 14 15  1  1
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 14 17  1  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
  2 23  1  0
  3 29  1  0
 30 31  1  0
  8 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3813835

   ---

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: 412.49

Molecular Weight (Monoisotopic): 412.1787

AlogP: 5.50

#Rotatable Bonds: 6

Polar Surface Area: 71.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.29

CX Basic pKa: 3.08

CX LogP: 6.09

CX LogD: 6.04

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -0.65

References

1. Yamamoto K, Okazaki S, Ohno H, Matsuda F, Ohkura S, Maeda K, Fujii N, Oishi S..  (2016)  Development of novel NK3 receptor antagonists with reduced environmental impact.,  24  (16): [PMID:27298001] [10.1016/j.bmc.2016.05.054]

Source

Source(1):

• Scientific Literature