3-acetamido-N-(5-chloro-4-(5,5-dimethyl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)pyridin-2-yl)cyclohexanecarboxamide

ID: ALA4759074

PubChem CID: 124155206

Max Phase: Preclinical

Molecular Formula: C22H28ClN5O2

Molecular Weight: 429.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NC1CCCC(C(=O)Nc2cc(-c3cnn4c3CC(C)(C)C4)c(Cl)cn2)C1

Standard InChI:  InChI=1S/C22H28ClN5O2/c1-13(29)26-15-6-4-5-14(7-15)21(30)27-20-8-16(18(23)11-24-20)17-10-25-28-12-22(2,3)9-19(17)28/h8,10-11,14-15H,4-7,9,12H2,1-3H3,(H,26,29)(H,24,27,30)

Standard InChI Key:  AVIWDYSJSPOOAR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   16.4259   -7.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8426   -8.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6431   -8.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4077  -10.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4066  -11.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1214  -11.9993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8379  -11.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8350  -10.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1196  -10.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1143   -9.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5530  -11.9972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2669  -11.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9820  -11.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2656  -10.7586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9793  -12.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6904  -13.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4067  -12.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4073  -11.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6917  -11.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1226  -11.5821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8364  -11.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5516  -11.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8349  -12.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6961   -8.2570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473   -9.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5150   -8.2541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7764   -9.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5993   -9.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1764   -7.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6937  -10.3470    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  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
  9 10  1  0
  7 11  1  0
 11 12  1  0
 13 12  1  0
 12 14  2  0
 13 15  1  0
 13 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 10 27  2  0
 26 24  1  0
 24 25  2  0
 25 10  1  0
 26 27  1  0
 27 28  1  0
 28  2  1  0
  2 29  1  0
 29 26  1  0
  4 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759074

   ---

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: 429.95

Molecular Weight (Monoisotopic): 429.1932

AlogP: 3.81

#Rotatable Bonds: 4

Polar Surface Area: 88.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.02

CX Basic pKa: 2.32

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.77

Np Likeness Score: -0.92

References

1. Barlaam B,Casella R,Cidado J,Cook C,De Savi C,Dishington A,Donald CS,Drew L,Ferguson AD,Ferguson D,Glossop S,Grebe T,Gu C,Hande S,Hawkins J,Hird AW,Holmes J,Horstick J,Jiang Y,Lamb ML,McGuire TM,Moore JE,O'Connell N,Pike A,Pike KG,Proia T,Roberts B,San Martin M,Sarkar U,Shao W,Stead D,Sumner N,Thakur K,Vasbinder MM,Varnes JG,Wang J,Wang L,Wu D,Wu L,Yang B,Yao T.  (2020)  Discovery of AZD4573, a Potent and Selective Inhibitor of CDK9 That Enables Short Duration of Target Engagement for the Treatment of Hematological Malignancies.,  63  (24): [PMID:33306391] [10.1021/acs.jmedchem.0c01754]

2. Barlaam B,Casella R,Cidado J,Cook C,De Savi C,Dishington A,Donald CS,Drew L,Ferguson AD,Ferguson D,Glossop S,Grebe T,Gu C,Hande S,Hawkins J,Hird AW,Holmes J,Horstick J,Jiang Y,Lamb ML,McGuire TM,Moore JE,O'Connell N,Pike A,Pike KG,Proia T,Roberts B,San Martin M,Sarkar U,Shao W,Stead D,Sumner N,Thakur K,Vasbinder MM,Varnes JG,Wang J,Wang L,Wu D,Wu L,Yang B,Yao T.  (2020)  Discovery of AZD4573, a Potent and Selective Inhibitor of CDK9 That Enables Short Duration of Target Engagement for the Treatment of Hematological Malignancies.,  63  (24): [PMID:33306391] [10.1021/acs.jmedchem.0c01754]

Source

Source(1):

• Scientific Literature