4-(aminomethyl)-N-(4-chlorophenyl)-1-(3-cyclopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperidine-4-carboxamide

ID: ALA4776702

PubChem CID: 162643199

Max Phase: Preclinical

Molecular Formula: C21H24ClN7O

Molecular Weight: 425.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCC1(C(=O)Nc2ccc(Cl)cc2)CCN(c2ncnc3[nH]nc(C4CC4)c23)CC1

Standard InChI:  InChI=1S/C21H24ClN7O/c22-14-3-5-15(6-4-14)26-20(30)21(11-23)7-9-29(10-8-21)19-16-17(13-1-2-13)27-28-18(16)24-12-25-19/h3-6,12-13H,1-2,7-11,23H2,(H,26,30)(H,24,25,27,28)

Standard InChI Key:  GNZFCYUNKAUPQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.5329  -15.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9495  -15.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3618  -15.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2440  -18.6780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2428  -19.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9576  -19.9182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9558  -18.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6711  -18.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6759  -19.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4634  -19.7516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9453  -19.0802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4556  -18.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9517  -17.4461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6668  -17.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6663  -16.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2374  -16.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2362  -17.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1867  -15.0733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7079  -15.0808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9431  -14.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2932  -14.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7074  -13.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2934  -12.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676  -12.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0575  -13.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4738  -14.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0520  -12.2317    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7037  -17.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3136  -17.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5276  -16.8240    0.0000 C   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  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 13 14  1  0
 13 17  1  0
 14 15  1  0
 15  2  1  0
  2 16  1  0
 16 17  1  0
  7 13  1  0
  3 18  1  0
  1 19  1  0
  1 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
 29 28  1  0
 30 29  1  0
 28 30  1  0
 12 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776702

   ---

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: 425.92

Molecular Weight (Monoisotopic): 425.1731

AlogP: 3.07

#Rotatable Bonds: 5

Polar Surface Area: 112.82

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.74

CX Basic pKa: 9.03

CX LogP: 2.16

CX LogD: 0.89

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.58

Np Likeness Score: -1.29

References

1. Cowen SD,Russell D,Dakin LA,Chen H,Larsen NA,Godin R,Throner S,Zheng X,Molina A,Wu J,Cheung T,Howard T,Garcia-Arenas R,Keen N,Pendleton CS,Pietenpol JA,Ferguson AD.  (2016)  Design, Synthesis, and Biological Activity of Substrate Competitive SMYD2 Inhibitors.,  59  (24): [PMID:28002961] [10.1021/acs.jmedchem.6b01303]

Source

Source(1):

• Scientific Literature