2-[Cyclopropylmethyl-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-amino]-pyrimidine-5-carboxylic acid

ID: ALA114640

Chembl Id: CHEMBL114640

PubChem CID: 9821186

Max Phase: Preclinical

Molecular Formula: C23H29N3O2

Molecular Weight: 379.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC(C)(C)c2cc(N(CC3CC3)c3ncc(C(=O)O)cn3)ccc21

Standard InChI:  InChI=1S/C23H29N3O2/c1-22(2)9-10-23(3,4)19-11-17(7-8-18(19)22)26(14-15-5-6-15)21-24-12-16(13-25-21)20(27)28/h7-8,11-13,15H,5-6,9-10,14H2,1-4H3,(H,27,28)

Standard InChI Key:  IONNZWGEVFITGF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA114640

   2-[Cyclopropylmethyl-(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)amino]pyrimidine-5-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: 379.50

Molecular Weight (Monoisotopic): 379.2260

AlogP: 5.07

#Rotatable Bonds: 5

Polar Surface Area: 66.32

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.89

CX Basic pKa: 0.02

CX LogP: 5.46

CX LogD: 2.24

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -0.23

References

1. Takahashi B, Ohta K, Kawachi E, Fukasawa H, Hashimoto Y, Kagechika H..  (2002)  Novel retinoid X receptor antagonists: specific inhibition of retinoid synergism in RXR-RAR heterodimer actions.,  45  (16): [PMID:12139443] [10.1021/jm0255320]

2. Willems S, Zaienne D, Merk D..  (2021)  Targeting Nuclear Receptors in Neurodegeneration and Neuroinflammation.,  64  (14.0): [PMID:34251209] [10.1021/acs.jmedchem.1c00186]

Source

Source(1):

• Scientific Literature