NA

ID: ALA4444206

PubChem CID: 134163557

Max Phase: Preclinical

Molecular Formula: C25H25N5O3

Molecular Weight: 443.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1c(C(N)=O)nc2n1C1CC(C1)c1ccc(C#CC(C)(C)c3ncc(C)o3)cc1-2

Standard InChI:  InChI=1S/C25H25N5O3/c1-13-12-28-24(33-13)25(2,3)8-7-14-5-6-17-15-10-16(11-15)30-20(23(32)27-4)19(21(26)31)29-22(30)18(17)9-14/h5-6,9,12,15-16H,10-11H2,1-4H3,(H2,26,31)(H,27,32)

Standard InChI Key:  BVQAJAHFWBYNPF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   17.7727  -13.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2816  -13.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1075  -13.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4488  -12.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6298  -13.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4162  -13.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0222  -13.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8365  -12.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0505  -11.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9659  -12.5329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7101  -12.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6138  -11.3761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8100  -11.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4097  -11.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4645  -10.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9407   -9.7932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6429  -10.3915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6505  -13.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4403  -11.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0471  -11.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6510  -10.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2283   -9.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0876   -9.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5905  -12.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0968  -11.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2648  -12.7862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4455  -12.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3413  -10.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3954  -11.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1881  -12.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6285  -11.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1080  -10.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4519  -11.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  4  1  0
 10  1  1  0
  1  2  1  0
  5  3  1  0
  2  3  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  1 18  1  0
 18  3  1  0
  8 19  1  0
 19 20  3  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 14 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 21 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 28  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4444206

   ---

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: 443.51

Molecular Weight (Monoisotopic): 443.1957

AlogP: 3.07

#Rotatable Bonds: 3

Polar Surface Area: 116.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.26

CX Basic pKa: 1.26

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.60

Np Likeness Score: -0.64

References

1. Feng JA, Lee P, Alaoui MH, Barrett K, Castanedo G, Godemann R, McEwan P, Wang X, Wu P, Zhang Y, Harris SF, Staben ST..  (2019)  Structure Based Design of Potent Selective Inhibitors of Protein Kinase D1 (PKD1).,  10  (9): [PMID:31531194] [10.1021/acsmedchemlett.8b00658]

Source

Source(1):

• Scientific Literature