N-(4-(1-(1-cyclopropylethyl)-4-fluoro-2-methyl-1H-benzo[d]imidazole-6-yl)-5-fluoropyrimidin-2-yl)-6-(2-(dimethylamino)ethyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-2-amine

ID: ALA4550287

PubChem CID: 130196673

Max Phase: Preclinical

Molecular Formula: C29H34F2N8

Molecular Weight: 532.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2c(F)cc(-c3nc(Nc4ccc5c(n4)CCN(CCN(C)C)C5)ncc3F)cc2n1C(C)C1CC1

Standard InChI:  InChI=1S/C29H34F2N8/c1-17(19-5-6-19)39-18(2)33-28-22(30)13-21(14-25(28)39)27-23(31)15-32-29(36-27)35-26-8-7-20-16-38(12-11-37(3)4)10-9-24(20)34-26/h7-8,13-15,17,19H,5-6,9-12,16H2,1-4H3,(H,32,34,35,36)

Standard InChI Key:  VUKGJVXJRDQYFA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 39 44  0  0  0  0  0  0  0  0999 V2000
   26.1887  -20.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1876  -20.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9023  -21.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9006  -19.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4763  -19.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4775  -18.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7638  -18.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0485  -18.8152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0513  -19.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7656  -20.0530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3385  -20.0596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6225  -19.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6208  -18.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9057  -18.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9134  -20.0655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1977  -19.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1934  -18.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4793  -18.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7648  -18.8401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7690  -19.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4878  -20.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6159  -20.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6208  -20.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4082  -21.1266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8901  -20.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4003  -19.7895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7150  -20.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9034  -22.1181    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0488  -18.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3359  -18.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6200  -18.4356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9071  -18.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6170  -17.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1922  -18.4029    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.6507  -19.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4566  -18.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0951  -18.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2394  -19.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0632  -18.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 23  2  0
 22  4  2  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1  5  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 17  2  0
 16 15  2  0
 15 12  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  1  0
 25 27  1  0
  3 28  1  0
 19 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
  6 34  1  0
 26 35  1  0
 35 36  1  0
 35 37  1  0
 38 36  1  0
 39 38  1  0
 36 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550287

   ---

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: 532.64

Molecular Weight (Monoisotopic): 532.2874

AlogP: 5.11

#Rotatable Bonds: 8

Polar Surface Area: 75.00

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.39

CX Basic pKa: 8.75

CX LogP: 4.55

CX LogD: 3.35

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.34

Np Likeness Score: -1.37

References

1. Shi C, Wang Q, Liao X, Ge H, Huo G, Zhang L, Chen N, Zhai X, Hong Y, Wang L, Han Y, Xiao W, Wang Z, Shi W, Mao Y, Yu J, Xia G, Liu Y..  (2019)  Discovery of 6-(2-(dimethylamino)ethyl)-N-(5-fluoro-4-(4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole-6-yl)pyrimidin-2-yl)-5,6,7,8-tetrahydro-1,6-naphthyridin-2-amine as a highly potent cyclin-dependent kinase 4/6 inhibitor for treatment of cancer.,  178  [PMID:31200237] [10.1016/j.ejmech.2019.06.005]

Source

Source(1):

• Scientific Literature