N-((2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methyl)-4-(pyridin-4-yl)benzamide

ID: ALA4522042

PubChem CID: 134823958

Max Phase: Preclinical

Molecular Formula: C21H18N2O3

Molecular Weight: 346.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1cccc2c1OCCO2)c1ccc(-c2ccncc2)cc1

Standard InChI:  InChI=1S/C21H18N2O3/c24-21(17-6-4-15(5-7-17)16-8-10-22-11-9-16)23-14-18-2-1-3-19-20(18)26-13-12-25-19/h1-11H,12-14H2,(H,23,24)

Standard InChI Key:  FWFHXPGGGOSSPF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    1.6742  -15.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731  -16.7712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853  -17.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0991  -16.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0962  -15.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3835  -15.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7994  -15.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5130  -15.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2228  -15.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2202  -14.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5018  -14.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7950  -14.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9299  -14.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6438  -14.6975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9258  -13.4712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3536  -14.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675  -14.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0701  -15.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7791  -15.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4898  -15.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7694  -14.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4797  -14.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1819  -14.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1799  -13.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4695  -13.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612  -13.4622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 22  1  0
 21 17  1  0
 21 22  2  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522042

   ---

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: 346.39

Molecular Weight (Monoisotopic): 346.1317

AlogP: 3.45

#Rotatable Bonds: 4

Polar Surface Area: 60.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.95

CX LogP: 2.71

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: -1.10

References

1. Hobson AD, Judge RA, Aguirre AL, Brown BS, Cui Y, Ding P, Dominguez E, DiGiammarino E, Egan DA, Freiberg GM, Gopalakrishnan SM, Harris CM, Honore MP, Kage KL, Kapecki NJ, Ling C, Ma J, Mack H, Mamo M, Maurus S, McRae B, Moore NS, Mueller BK, Mueller R, Namovic MT, Patel K, Pratt SD, Putman CB, Queeney KL, Sarris KK, Schaffter LM, Stoll V, Vasudevan A, Wang L, Wang L, Wirthl W, Yach K..  (2018)  Identification of Selective Dual ROCK1 and ROCK2 Inhibitors Using Structure-Based Drug Design.,  61  (24): [PMID:30384606] [10.1021/acs.jmedchem.8b01098]

Source

Source(1):

• Scientific Literature