(S)-1-(1-(2-methylbutanoyl)piperidin-4-yl)-3-(4-(trifluoromethyl)phenyl)urea

ID: ALA3327067

Chembl Id: CHEMBL3327067

PubChem CID: 71680510

Max Phase: Preclinical

Molecular Formula: C18H24F3N3O2

Molecular Weight: 371.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)C(=O)N1CCC(NC(=O)Nc2ccc(C(F)(F)F)cc2)CC1

Standard InChI:  InChI=1S/C18H24F3N3O2/c1-3-12(2)16(25)24-10-8-15(9-11-24)23-17(26)22-14-6-4-13(5-7-14)18(19,20)21/h4-7,12,15H,3,8-11H2,1-2H3,(H2,22,23,26)/t12-/m0/s1

Standard InChI Key:  GYIFHGGYNPKLFC-LBPRGKRZSA-N

Alternative Forms

1. Parent:

   

   ALA3327067

   1-[4-(Trifluoromethyl)phenyl]-3-[1-[(S)-2-methylbutyryl]-4-piperidinyl]urea

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: 371.40

Molecular Weight (Monoisotopic): 371.1821

AlogP: 3.86

#Rotatable Bonds: 4

Polar Surface Area: 61.44

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.52

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -1.66

References

1. Lee KS, Liu JY, Wagner KM, Pakhomova S, Dong H, Morisseau C, Fu SH, Yang J, Wang P, Ulu A, Mate CA, Nguyen LV, Hwang SH, Edin ML, Mara AA, Wulff H, Newcomer ME, Zeldin DC, Hammock BD..  (2014)  Optimized inhibitors of soluble epoxide hydrolase improve in vitro target residence time and in vivo efficacy.,  57  (16): [PMID:25079952] [10.1021/jm500694p]

2.  (2016)  Acyl piperidine inhibitors of soluble epoxide hydrolase, 

3. Lee KSS,Ng JC,Yang J,Hwang SH,Morisseau C,Wagner K,Hammock BD.  (2020)  Preparation and evaluation of soluble epoxide hydrolase inhibitors with improved physical properties and potencies for treating diabetic neuropathic pain.,  28  (22): [PMID:33007552] [10.1016/j.bmc.2020.115735]

Source

Source(2):

• Scientific Literature
• BindingDB Database