N-(6-cyano-3-(2-(2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy)phenoxy)-4-methylnaphthalen-1-yl)-2-fluoro-N-methylacetamide

ID: ALA4483362

PubChem CID: 129626289

Max Phase: Preclinical

Molecular Formula: C27H23FN4O5

Molecular Weight: 502.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(Oc2ccccc2OCCn2ccc(=O)[nH]c2=O)cc(N(C)C(=O)CF)c2ccc(C#N)cc12

Standard InChI:  InChI=1S/C27H23FN4O5/c1-17-20-13-18(16-29)7-8-19(20)21(31(2)26(34)15-28)14-24(17)37-23-6-4-3-5-22(23)36-12-11-32-10-9-25(33)30-27(32)35/h3-10,13-14H,11-12,15H2,1-2H3,(H,30,33,35)

Standard InChI Key:  FGIZVIJZVLIADM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
   14.5636   -5.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5624   -6.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2705   -6.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9801   -6.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2687   -4.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9736   -5.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6765   -4.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6756   -4.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9660   -3.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2660   -4.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2703   -7.4482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5625   -7.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8583   -7.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1510   -7.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1503   -8.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8629   -9.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5673   -8.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2770   -9.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9827   -8.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6924   -9.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3981   -8.6556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1059   -9.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8095   -8.6558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8098   -7.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1003   -7.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3905   -7.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5171   -7.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1068   -9.8815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6894   -6.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8558   -4.9941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3793   -3.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0858   -3.3588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8556   -4.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1482   -5.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4403   -4.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7327   -5.4032    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.1484   -6.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  1  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  3 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 24 27  2  0
 22 28  2  0
  4 29  1  0
  1 30  1  0
 31 32  3  0
  8 31  1  0
 30 33  1  0
 30 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483362

   ---

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: 502.50

Molecular Weight (Monoisotopic): 502.1652

AlogP: 3.67

#Rotatable Bonds: 8

Polar Surface Area: 117.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.76

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.39

Np Likeness Score: -1.06

References

1. Wu G, Zhao T, Kang D, Zhang J, Song Y, Namasivayam V, Kongsted J, Pannecouque C, De Clercq E, Poongavanam V, Liu X, Zhan P..  (2019)  Overview of Recent Strategic Advances in Medicinal Chemistry.,  62  (21): [PMID:31050421] [10.1021/acs.jmedchem.9b00359]

Source

Source(1):

• Scientific Literature