(R)-N-(1-(3-fluorophenyl)-3-(pyrrolidin-1-yl)propyl)-4-(2-fluoropyridin-4-yl)benzamide

ID: ALA4521871

PubChem CID: 155542848

Max Phase: Preclinical

Molecular Formula: C25H25F2N3O

Molecular Weight: 421.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N[C@H](CCN1CCCC1)c1cccc(F)c1)c1ccc(-c2ccnc(F)c2)cc1

Standard InChI:  InChI=1S/C25H25F2N3O/c26-22-5-3-4-21(16-22)23(11-15-30-13-1-2-14-30)29-25(31)19-8-6-18(7-9-19)20-10-12-28-24(27)17-20/h3-10,12,16-17,23H,1-2,11,13-15H2,(H,29,31)/t23-/m1/s1

Standard InChI Key:  WZRDOVBMIMWKMY-HSZRJFAPSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   13.7051  -24.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7040  -25.4302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4120  -25.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1217  -25.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1188  -24.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4102  -24.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8220  -24.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5315  -24.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2372  -24.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2346  -23.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5203  -22.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8176  -23.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9402  -22.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6500  -23.3688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9360  -22.1467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3556  -22.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0654  -23.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0680  -24.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7769  -24.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4835  -24.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4767  -23.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7672  -22.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3514  -22.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0570  -21.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0529  -20.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9973  -24.2022    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.1809  -22.9349    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.7080  -20.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4515  -19.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6343  -19.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3859  -20.4336    0.0000 C   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 21  1  0
 21 22  2  0
 22 17  1  0
 16 23  1  6
 23 24  1  0
 24 25  1  0
  1 26  1  0
 21 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521871

   ---

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: 421.49

Molecular Weight (Monoisotopic): 421.1966

AlogP: 4.98

#Rotatable Bonds: 7

Polar Surface Area: 45.23

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.00

CX LogP: 4.43

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -1.33

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