4-Cyano-1H-imidazole-2-carboxylic acid {2-(4,4-dimethyl-cyclohex-1-enyl)-4-[1-(2-hydroxy-ethylamino)-1-methyl-ethyl]-pheny}-amide hydrochloride

ID: ALA4290291

PubChem CID: 86615982

Max Phase: Preclinical

Molecular Formula: C24H32ClN5O2

Molecular Weight: 421.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC=C(c2cc(C(C)(C)NCCO)ccc2NC(=O)c2nc(C#N)c[nH]2)CC1.Cl

Standard InChI:  InChI=1S/C24H31N5O2.ClH/c1-23(2)9-7-16(8-10-23)19-13-17(24(3,4)27-11-12-30)5-6-20(19)29-22(31)21-26-15-18(14-25)28-21;/h5-7,13,15,27,30H,8-12H2,1-4H3,(H,26,28)(H,29,31);1H

Standard InChI Key:  NGHAAKJLWCSDBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
   11.2664  -16.2372    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4915  -16.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0833  -15.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6704  -16.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0915  -10.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5082  -11.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9205  -10.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8026  -14.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8015  -15.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5162  -15.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2327  -15.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2299  -14.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5145  -13.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5104  -13.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2254  -12.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2250  -11.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7961  -11.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7949  -12.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9427  -13.8267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6588  -14.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3716  -13.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6619  -15.0615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1258  -14.1528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4541  -12.9994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2604  -12.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6716  -13.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5892  -12.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9233  -11.3175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3707  -15.0671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481  -15.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6609  -15.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2298  -15.4639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  6  5  1  0
  7  6  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 14 15  1  0
 14 18  2  0
 15 16  1  0
 16  6  1  0
  6 17  1  0
 17 18  1  0
 13 14  1  0
 12 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 26  1  0
 25 24  1  0
 24 21  2  0
  9  3  1  0
 25 26  2  0
 27 28  3  0
 25 27  1  0
  3 29  1  0
 29 31  1  0
 30 31  1  0
 30 32  1  0
M  END

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: 421.55

Molecular Weight (Monoisotopic): 421.2478

AlogP: 3.94

#Rotatable Bonds: 7

Polar Surface Area: 113.83

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.42

CX Basic pKa: 8.93

CX LogP: 1.99

CX LogD: 1.78

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -0.30

References

1.  (2016)  Inhibitors of c-fms kinase, 

Source

Source(1):

• Patent Bioactivity Data