N-(1H-indazol-5-yl)icosa-5,8,11,14-tetraenamide

ID: ALA472897

Chembl Id: CHEMBL472897

PubChem CID: 25178128

Max Phase: Preclinical

Molecular Formula: C27H37N3O

Molecular Weight: 419.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)Nc1ccc2[nH]ncc2c1

Standard InChI:  InChI=1S/C27H37N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-27(31)29-25-20-21-26-24(22-25)23-28-30-26/h6-7,9-10,12-13,15-16,20-23H,2-5,8,11,14,17-19H2,1H3,(H,28,30)(H,29,31)/b7-6-,10-9-,13-12-,16-15-

Standard InChI Key:  UYWJHPBUSXDXOJ-DOFZRALJSA-N

Alternative Forms

1. Parent:

   

   ALA472897

   N-(1H-indazol-5-yl)icosa-5,8,11,14-tetraenamide

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: 419.61

Molecular Weight (Monoisotopic): 419.2937

AlogP: 7.65

#Rotatable Bonds: 15

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.20

CX Basic pKa: 1.72

CX LogP: 7.34

CX LogD: 7.34

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.23

Np Likeness Score: -0.40

References

1. Sinning C, Watzer B, Coste O, Nüsing RM, Ott I, Ligresti A, Di Marzo V, Imming P..  (2008)  New analgesics synthetically derived from the paracetamol metabolite N-(4-hydroxyphenyl)-(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-enamide.,  51  (24): [PMID:19053765] [10.1021/jm800807k]

2. Å Nilsson JL,Mallet C,Shionoya K,Blomgren A,Sundin AP,Grundemar L,Boudieu L,Blomqvist A,Eschalier A,Nilsson UJ,Zygmunt PM.  (2021)  Paracetamol analogues conjugated by FAAH induce TRPV1-mediated antinociception without causing acute liver toxicity.,  213  [PMID:33257173] [10.1016/j.ejmech.2020.113042]

Source

Source(1):

• Scientific Literature