1-({[5-(2,6-Dimethoxyphenyl)-1-naphthalen-1-yl-1H-pyrazol-3-yl]carbonyl}amino)cyclohexanecarboxylic Acid

ID: ALA3290101

Chembl Id: CHEMBL3290101

PubChem CID: 90644394

Max Phase: Preclinical

Molecular Formula: C29H29N3O5

Molecular Weight: 499.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(OC)c1-c1cc(C(=O)NC2(C(=O)O)CCCCC2)nn1-c1cccc2ccccc12

Standard InChI:  InChI=1S/C29H29N3O5/c1-36-24-14-9-15-25(37-2)26(24)23-18-21(27(33)30-29(28(34)35)16-6-3-7-17-29)31-32(23)22-13-8-11-19-10-4-5-12-20(19)22/h4-5,8-15,18H,3,6-7,16-17H2,1-2H3,(H,30,33)(H,34,35)

Standard InChI Key:  BTEJVDICTLPRLK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3290101

   1-[[5-(2,6-Dimethoxyphenyl)-1-naphthalen-1-ylpyrazole-3-carbonyl]amino]cyclohexane-1-carboxylic acid

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: 499.57

Molecular Weight (Monoisotopic): 499.2107

AlogP: 5.23

#Rotatable Bonds: 7

Polar Surface Area: 102.68

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.41

CX Basic pKa: ┄

CX LogP: 5.27

CX LogD: 1.87

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.36

Np Likeness Score: -0.71

References

1. Thomas JB, Giddings AM, Wiethe RW, Olepu S, Warner KR, Sarret P, Gendron L, Longpre JM, Zhang Y, Runyon SP, Gilmour BP..  (2014)  Identification of 1-({[1-(4-fluorophenyl)-5-(2-methoxyphenyl)-1H-pyrazol-3-yl]carbonyl}amino)cyclohexane carboxylic acid as a selective nonpeptide neurotensin receptor type 2 compound.,  57  (12): [PMID:24856674] [10.1021/jm5003843]

2. Thomas JB, Giddings AM, Olepu S, Wiethe RW, Warner KR, Sarret P, Longpre JM, Runyon SP, Gilmour BP..  (2015)  The amide linker in nonpeptide neurotensin receptor ligands plays a key role in calcium signaling at the neurotensin receptor type 2.,  25  (10): [PMID:25881832] [10.1016/j.bmcl.2015.03.083]

Source

Source(1):

• Scientific Literature