(R)-N-(5-cyano-4-((1-methoxypropan-2-yl)amino)pyridin-2-yl)-7-formyl-6-((2-oxo-1,3-oxazepan-3-yl)methyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide

ID: ALA4475216

PubChem CID: 132156633

Max Phase: Preclinical

Molecular Formula: C26H31N7O5

Molecular Weight: 521.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC[C@@H](C)Nc1cc(NC(=O)N2CCCc3cc(CN4CCCCOC4=O)c(C=O)nc32)ncc1C#N

Standard InChI:  InChI=1S/C26H31N7O5/c1-17(16-37-2)29-21-11-23(28-13-20(21)12-27)31-25(35)33-8-5-6-18-10-19(22(15-34)30-24(18)33)14-32-7-3-4-9-38-26(32)36/h10-11,13,15,17H,3-9,14,16H2,1-2H3,(H2,28,29,31,35)/t17-/m1/s1

Standard InChI Key:  KKJMPXBLFLQRJJ-QGZVFWFLSA-N

Molfile:  

 
     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
   28.3114  -10.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3102  -11.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0183  -11.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0165   -9.7812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7251  -10.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7239  -11.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4340  -11.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1498  -11.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1510  -10.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4364   -9.7726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4364   -8.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1442   -8.5469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8518   -8.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7287   -8.5468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6036   -9.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6034   -8.9645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8470   -9.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5539  -10.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2626   -9.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2600   -8.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5526   -8.5480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9651  -10.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6733  -10.5915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5535  -11.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2609  -11.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2605  -12.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9680  -12.6352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9676  -13.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6022  -11.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6015  -12.2349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3361  -12.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5194  -13.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8661  -12.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0140  -14.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6851  -13.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1980  -14.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2270  -12.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9689  -11.0008    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
  1 15  1  0
 15 16  2  0
 13 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 13  1  0
 22 23  3  0
 19 22  1  0
 18 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  2 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
 32 34  1  0
 33 35  1  0
 34 36  1  0
 35 36  1  0
 33 37  2  0
 25 38  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4475216

   ---

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: 521.58

Molecular Weight (Monoisotopic): 521.2387

AlogP: 3.32

#Rotatable Bonds: 8

Polar Surface Area: 149.78

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.93

CX Basic pKa: 3.94

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.50

Np Likeness Score: -1.20

References

1. Sun C, Fang L, Zhang X, Gao P, Gou S..  (2019)  Novel 7-formyl-naphthyridyl-ureas derivatives as potential selective FGFR4 inhibitors: Design, synthesis, and biological activity studies.,  27  (10): [PMID:30987781] [10.1016/j.bmc.2019.04.018]

Source

Source(1):

• Scientific Literature