1-(8-isopropyl-5-methyl-2-((5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)amino)imidazo[1',2':1,6]pyrido[2,3-d]pyrimidin-6-yl)ethan-1-one

ID: ALA4791259

PubChem CID: 162672000

Max Phase: Preclinical

Molecular Formula: C23H25N7O

Molecular Weight: 415.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1c(C)c2cnc(Nc3ccc4c(n3)CCNC4)nc2n2cc(C(C)C)nc12

Standard InChI:  InChI=1S/C23H25N7O/c1-12(2)18-11-30-21-16(13(3)20(14(4)31)22(30)27-18)10-25-23(29-21)28-19-6-5-15-9-24-8-7-17(15)26-19/h5-6,10-12,24H,7-9H2,1-4H3,(H,25,26,28,29)

Standard InChI Key:  HKKFFWNWVBAQRC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    5.6859  -19.5953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6848  -20.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3995  -20.8355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3978  -19.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1132  -19.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1139  -20.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5394  -19.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8236  -19.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5442  -20.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8276  -20.8260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9973  -21.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8189  -21.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1568  -20.9692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8192  -18.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700  -20.8346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2489  -19.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2296  -22.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9668  -19.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2420  -18.3422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8153  -23.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0546  -22.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2559  -20.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2611  -19.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5478  -19.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479  -20.8342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341  -20.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8307  -19.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1152  -19.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984  -19.6018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4017  -20.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1218  -20.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
  8 14  1  0
  2 15  1  0
  7 16  1  0
 12 17  1  0
 16 18  1  0
 16 19  2  0
 17 20  1  0
 17 21  1  0
 15 22  1  0
 22 23  2  0
 23 24  1  0
 24 27  2  0
 26 25  2  0
 25 22  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791259

   ---

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: 415.50

Molecular Weight (Monoisotopic): 415.2121

AlogP: 3.70

#Rotatable Bonds: 4

Polar Surface Area: 97.10

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.65

CX Basic pKa: 8.56

CX LogP: 2.55

CX LogD: 1.56

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -0.76

References

1. Shi C,Wang Q,Liao X,Ge H,Huo G,Zhang L,Chen N,Zhai X,Hong Y,Wang L,Wang Z,Shi W,Mao Y,Yu J,Ke Y,Xia G.  (2020)  Discovery of a novel series of imidazo[1',2':1,6]pyrido[2,3-d]pyrimidin derivatives as potent cyclin-dependent kinase 4/6 inhibitors.,  193  [PMID:32200202] [10.1016/j.ejmech.2020.112239]

Source

Source(1):

• Scientific Literature