N-(2-(2-(dimethylamino)ethoxy)-4-(pyridin-4-yl)phenyl)chroman-3-carboxamide

ID: ALA4521642

PubChem CID: 117078674

Max Phase: Preclinical

Molecular Formula: C25H27N3O3

Molecular Weight: 417.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCOc1cc(-c2ccncc2)ccc1NC(=O)C1COc2ccccc2C1

Standard InChI:  InChI=1S/C25H27N3O3/c1-28(2)13-14-30-24-16-19(18-9-11-26-12-10-18)7-8-22(24)27-25(29)21-15-20-5-3-4-6-23(20)31-17-21/h3-12,16,21H,13-15,17H2,1-2H3,(H,27,29)

Standard InChI Key:  MHOIPADYLYCBEO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.0830  -12.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4959  -13.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3110  -13.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.7156  -12.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5293  -12.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9425  -11.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5357  -11.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7158  -11.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7596  -11.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1649  -12.4666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1716  -11.0512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9888  -11.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.2071  -11.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6199  -11.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2102  -10.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3952  -10.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9772  -12.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3810  -13.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9675  -13.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3713  -14.5959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9579  -15.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1885  -14.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4370  -11.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8400  -11.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6564  -11.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0682  -11.0735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6577  -10.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8426  -10.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
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 17 26  1  0
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 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521642

   N-[2-[2-(dimethylamino)ethoxy]-4-pyridin-4-ylphenyl]-3,4-dihydro-2H-chromene-3-carboxamide

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: 417.51

Molecular Weight (Monoisotopic): 417.2052

AlogP: 3.88

#Rotatable Bonds: 7

Polar Surface Area: 63.69

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.27

CX Basic pKa: 8.71

CX LogP: 3.40

CX LogD: 2.07

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.17

References

1. Pan J, Yin Y, Zhao L, Feng Y..  (2019)  Discovery of (S)-6-methoxy-chroman-3-carboxylic acid (4-pyridin-4-yl-phenyl)-amide as potent and isoform selective ROCK2 inhibitors.,  27  (7): [PMID:30819619] [10.1016/j.bmc.2019.02.047]

Source

Source(1):

• Scientific Literature