diethyl(2-(2-((5-fluoro-4-(4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole-6-yl)pyrimidin-2-yl)amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)ethyl)(methyl)phosphoramidate

ID: ALA4525034

PubChem CID: 130196784

Max Phase: Preclinical

Molecular Formula: C30H39F2N8O3P

Molecular Weight: 628.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)N(C)CCN1CCc2nc(Nc3ncc(F)c(-c4cc(F)c5nc(C)n(C(C)C)c5c4)n3)ccc2C1

Standard InChI:  InChI=1S/C30H39F2N8O3P/c1-7-42-44(41,43-8-2)38(6)13-14-39-12-11-25-21(18-39)9-10-27(35-25)36-30-33-17-24(32)28(37-30)22-15-23(31)29-26(16-22)40(19(3)4)20(5)34-29/h9-10,15-17,19H,7-8,11-14,18H2,1-6H3,(H,33,35,36,37)

Standard InChI Key:  SAIXTBXXQWMWMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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  1 43  1  0
 43 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525034

   ---

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: 628.67

Molecular Weight (Monoisotopic): 628.2851

AlogP: 6.27

#Rotatable Bonds: 12

Polar Surface Area: 110.53

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.37

CX Basic pKa: 6.75

CX LogP: 4.43

CX LogD: 4.34

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.18

Np Likeness Score: -1.20

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