(1R,3S)-N-(4-methoxy-2-(trifluoromethyl)benzyl)-3-((7-nitrobenzo[c][1,2,5]-oxadiazol-4-yl)amino)cyclohexane-1-carboxamide

ID: ALA5192349

Chembl Id: CHEMBL5192349

PubChem CID: 164946834

Max Phase: Preclinical

Molecular Formula: C22H22F3N5O5

Molecular Weight: 493.44

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)[C@@H]2CCC[C@H](Nc3ccc([N+](=O)[O-])c4nonc34)C2)c(C(F)(F)F)c1

Standard InChI:  InChI=1S/C22H22F3N5O5/c1-34-15-6-5-13(16(10-15)22(23,24)25)11-26-21(31)12-3-2-4-14(9-12)27-17-7-8-18(30(32)33)20-19(17)28-35-29-20/h5-8,10,12,14,27H,2-4,9,11H2,1H3,(H,26,31)/t12-,14+/m1/s1

Standard InChI Key:  BIKRZBTWBZLWMQ-OCCSQVGLSA-N

Alternative Forms

1. Parent:

   

   ALA5192349

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 493.44

Molecular Weight (Monoisotopic): 493.1573

AlogP: 4.45

#Rotatable Bonds: 7

Polar Surface Area: 132.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.61

CX Basic pKa: 0.41

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: -1.45

References

1. Brunst S, Schönfeld J, Breunig P, Burgers LD, DeMeglio M, Ehrler JHM, Lillich FF, Weizel L, Hefendehl JK, Fürst R, Proschak E, Hiesinger K..  (2022)  Designing a Small Fluorescent Inhibitor to Investigate Soluble Epoxide Hydrolase Engagement in Living Cells.,  13  (7.0): [PMID:35859883] [10.1021/acsmedchemlett.2c00073]

Source

Source(1):

• Scientific Literature