1-({[1-(7-Chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}amino)cyclohexanecarboxylic Acid

ID: ALA3290096

Chembl Id: CHEMBL3290096

PubChem CID: 90644389

Max Phase: Preclinical

Molecular Formula: C28H27ClN4O5

Molecular Weight: 535.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(OC)c1-c1cc(C(=O)NC2(C(=O)O)CCCCC2)nn1-c1ccnc2cc(Cl)ccc12

Standard InChI:  InChI=1S/C28H27ClN4O5/c1-37-23-7-6-8-24(38-2)25(23)22-16-20(26(34)31-28(27(35)36)12-4-3-5-13-28)32-33(22)21-11-14-30-19-15-17(29)9-10-18(19)21/h6-11,14-16H,3-5,12-13H2,1-2H3,(H,31,34)(H,35,36)

Standard InChI Key:  BZDKIGSEQXJOOB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3290096

   1-[[1-(7-Chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)pyrazole-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: 535.00

Molecular Weight (Monoisotopic): 534.1670

AlogP: 5.28

#Rotatable Bonds: 7

Polar Surface Area: 115.57

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.33

CX Basic pKa: 5.23

CX LogP: 3.62

CX LogD: 1.78

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.33

Np Likeness Score: -0.90

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