ID: ALA71379

Max Phase: Preclinical

Molecular Formula: C27H26F7NO4

Molecular Weight: 561.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCOc1ccc(Oc2cccc(N(Cc3cccc(OC(F)(F)C(F)F)c3)CC(O)C(F)(F)F)c2)cc1

Standard InChI:  InChI=1S/C27H26F7NO4/c1-2-13-37-20-9-11-21(12-10-20)38-22-7-4-6-19(15-22)35(17-24(36)26(30,31)32)16-18-5-3-8-23(14-18)39-27(33,34)25(28)29/h3-12,14-15,24-25,36H,2,13,16-17H2,1H3

Standard InChI Key:  JGULPENQLDMDPJ-UHFFFAOYSA-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

Properties

Molecular Weight: 561.49

Molecular Weight (Monoisotopic): 561.1750

AlogP: 7.43

#Rotatable Bonds: 13

Polar Surface Area: 51.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.04

CX Basic pKa:

CX LogP: 7.51

CX LogD: 7.51

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: -0.89

References

1. Reinhard EJ, Wang JL, Durley RC, Fobian YM, Grapperhaus ML, Hickory BS, Massa MA, Norton MB, Promo MA, Tollefson MB, Vernier WF, Connolly DT, Witherbee BJ, Melton MA, Regina KJ, Smith ME, Sikorski JA..  (2003)  Discovery of a simple picomolar inhibitor of cholesteryl ester transfer protein.,  46  (11): [PMID:12747787] [10.1021/jm020528+]

2. Castilho MS, Guido RV, Andricopulo AD..  (2007)  2D Quantitative structure-activity relationship studies on a series of cholesteryl ester transfer protein inhibitors.,  15  (18): [PMID:17604633] [10.1016/j.bmc.2007.06.021]

3. Abu Khalaf R, Abu Sheikha G, Bustanji Y, Taha MO..  (2010)  Discovery of new cholesteryl ester transfer protein inhibitors via ligand-based pharmacophore modeling and QSAR analysis followed by synthetic exploration.,  45  (4): [PMID:20116902] [10.1016/j.ejmech.2009.12.070]

4. Kelkar MA, Pednekar DV, Pimple SR, Akamanchi KG.  (2004)  3D QSAR STUDIES OF INHIBITORS OF CHOLESTEROL ESTER TRANSFER PROTEIN (CETP) BY CoMFA, CoMSIA AND GFA METHODOLOGIES,  13  (8): [10.1007/s00044-004-0104-9]

Source

Source(1):

• Scientific Literature