1-(furan-2-ylmethyl)-1-(1-propylpiperidin-4-yl)-3-(3-(trifluoromethyl)phenyl)urea

ID: ALA4096696

PubChem CID: 126696318

Max Phase: Preclinical

Molecular Formula: C21H26F3N3O2

Molecular Weight: 409.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1CCC(N(Cc2ccco2)C(=O)Nc2cccc(C(F)(F)F)c2)CC1

Standard InChI:  InChI=1S/C21H26F3N3O2/c1-2-10-26-11-8-18(9-12-26)27(15-19-7-4-13-29-19)20(28)25-17-6-3-5-16(14-17)21(22,23)24/h3-7,13-14,18H,2,8-12,15H2,1H3,(H,25,28)

Standard InChI Key:  BFGIYZZPFRGARH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   26.3881   -3.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3869   -3.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0950   -4.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8046   -3.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8018   -3.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0932   -2.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6789   -4.3766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9715   -3.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2635   -4.3755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9722   -3.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5561   -3.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5609   -3.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8576   -2.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1472   -3.1438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1446   -3.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8524   -4.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0908   -1.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7972   -1.5123    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.3818   -1.5165    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.0829   -1.1020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.2628   -5.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5548   -5.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4413   -2.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7318   -3.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0259   -2.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8093   -5.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2620   -5.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6700   -6.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4695   -6.4137    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  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  6 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
  9 21  1  0
 21 22  1  0
 14 23  1  0
 23 24  1  0
 24 25  1  0
 22 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096696

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 409.45

Molecular Weight (Monoisotopic): 409.1977

AlogP: 5.21

#Rotatable Bonds: 6

Polar Surface Area: 48.72

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.11

CX Basic pKa: 8.91

CX LogP: 3.89

CX LogD: 2.38

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -2.25

References

1. Hammill JT, Bhasin D, Scott DC, Min J, Chen Y, Lu Y, Yang L, Kim HS, Connelly MC, Hammill C, Holbrook G, Jeffries C, Singh B, Schulman BA, Guy RK..  (2018)  Discovery of an Orally Bioavailable Inhibitor of Defective in Cullin Neddylation 1 (DCN1)-Mediated Cullin Neddylation.,  61  (7): [PMID:29547693] [10.1021/acs.jmedchem.7b01282]

2. Hammill JT, Scott DC, Min J, Connelly MC, Holbrook G, Zhu F, Matheny A, Yang L, Singh B, Schulman BA, Guy RK..  (2018)  Piperidinyl Ureas Chemically Control Defective in Cullin Neddylation 1 (DCN1)-Mediated Cullin Neddylation.,  61  (7): [PMID:29547696] [10.1021/acs.jmedchem.7b01277]

Source

Source(1):

• Scientific Literature