4-[(Z)-1-[4-(2-dimethylaminoethyloxy)phenyl]-5-hydroxy-2-phenyl-pent-1-enyl]phenol hydrochloride salt

ID: ALA3932162

Chembl Id: CHEMBL3932162

PubChem CID: 134138492

Max Phase: Preclinical

Molecular Formula: C27H32ClNO3

Molecular Weight: 417.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCOc1ccc(/C(=C(/CCCO)c2ccccc2)c2ccc(O)cc2)cc1.Cl

Standard InChI:  InChI=1S/C27H31NO3.ClH/c1-28(2)18-20-31-25-16-12-23(13-17-25)27(22-10-14-24(30)15-11-22)26(9-6-19-29)21-7-4-3-5-8-21;/h3-5,7-8,10-17,29-30H,6,9,18-20H2,1-2H3;1H/b27-26-;

Standard InChI Key:  FXEJPYMPHRIWOW-JTHROIFXSA-N

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: 417.55

Molecular Weight (Monoisotopic): 417.2304

AlogP: 5.06

#Rotatable Bonds: 10

Polar Surface Area: 52.93

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.45

CX Basic pKa: 8.66

CX LogP: 4.70

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -0.07

References

1. Kim J, Chin J, Im CY, Yoo EK, Woo S, Hwang HJ, Cho JH, Seo KA, Song J, Hwang H, Kim KH, Kim ND, Yoon SK, Jeon JH, Yoon SY, Jeon YH, Choi HS, Lee IK, Kim SH, Cho SJ..  (2016)  Synthesis and biological evaluation of novel 4-hydroxytamoxifen analogs as estrogen-related receptor gamma inverse agonists.,  120  [PMID:27236015] [10.1016/j.ejmech.2016.04.076]

2. Kim J, Song J, Ji HD, Yoo EK, Lee JE, Lee SB, Oh JM, Lee S, Hwang JS, Yoon H, Kim DS, Lee SJ, Jeong M, Lee S, Kim KH, Choi HS, Lee SW, Park KG, Lee IK, Kim SH, Hwang H, Jeon YH, Chin J, Cho SJ..  (2019)  Discovery of Potent, Selective, and Orally Bioavailable Estrogen-Related Receptor-γ Inverse Agonists To Restore the Sodium Iodide Symporter Function in Anaplastic Thyroid Cancer.,  62  (4): [PMID:30657313] [10.1021/acs.jmedchem.8b01296]

Source

Source(1):

• Scientific Literature