1-(4-(2,6-Difluorophenoxy)-6'-(2-hydroxyethoxy)-[3,3'-bipyridin]-6-yl)-3-methylurea

ID: ALA4528120

PubChem CID: 155544468

Max Phase: Preclinical

Molecular Formula: C20H18F2N4O4

Molecular Weight: 416.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)Nc1cc(Oc2c(F)cccc2F)c(-c2ccc(OCCO)nc2)cn1

Standard InChI:  InChI=1S/C20H18F2N4O4/c1-23-20(28)26-17-9-16(30-19-14(21)3-2-4-15(19)22)13(11-24-17)12-5-6-18(25-10-12)29-8-7-27/h2-6,9-11,27H,7-8H2,1H3,(H2,23,24,26,28)

Standard InChI Key:  MLBLDXFEOCEMSR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.3264  -21.6575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0285  -21.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7403  -21.6418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0229  -20.4240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3069  -20.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6145  -21.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9125  -21.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1965  -21.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1909  -20.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8930  -20.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6048  -20.4397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4944  -21.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5041  -22.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2160  -22.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2257  -23.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5236  -24.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8118  -23.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8021  -22.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0902  -22.5219    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.9181  -22.4904    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.4794  -20.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4764  -19.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7658  -18.8367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0609  -19.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0712  -20.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7824  -20.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3469  -18.8544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6436  -19.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6523  -20.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9489  -20.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 12 13  1  0
 18 19  1  0
 14 20  1  0
  8 12  1  0
  1  6  1  0
  9 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 27 28  1  0
 24 27  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528120

   ---

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: 416.38

Molecular Weight (Monoisotopic): 416.1296

AlogP: 3.34

#Rotatable Bonds: 7

Polar Surface Area: 105.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.75

CX Basic pKa: 4.27

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -1.12

References

1. Dransfield PJ, Pattaropong V, Lai S, Fu Z, Kohn TJ, Du X, Cheng A, Xiong Y, Komorowski R, Jin L, Conn M, Tien E, DeWolf WE, Hinklin RJ, Aicher TD, Kraser CF, Boyd SA, Voegtli WC, Condroski KR, Veniant-Ellison M, Medina JC, Houze J, Coward P..  (2016)  Novel Series of Potent Glucokinase Activators Leading to the Discovery of AM-2394.,  7  (7): [PMID:27437083] [10.1021/acsmedchemlett.6b00140]

Source

Source(1):

• Scientific Literature