ID: ALA1782559

Max Phase: Preclinical

Molecular Formula: C27H28F2N3NaO5

Molecular Weight: 513.54

Molecule Type: Small molecule

Representations

Synonyms (1): PF-03491165
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C([O-])C[C@H](O)C[C@H](O)CCn1c(-c2ccc(F)cc2)nc(C(=O)NCc2cccc(F)c2)c1C1CC1.[Na+]

Standard InChI:  InChI=1S/C27H29F2N3O5.Na/c28-19-8-6-18(7-9-19)26-31-24(27(37)30-15-16-2-1-3-20(29)12-16)25(17-4-5-17)32(26)11-10-21(33)13-22(34)14-23(35)36;/h1-3,6-9,12,17,21-22,33-34H,4-5,10-11,13-15H2,(H,30,37)(H,35,36);/q;+1/p-1/t21-,22-;/m1./s1

Standard InChI Key:  GQBBFWBKVSQZFY-HLUKFBSCSA-M

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: 513.54

Molecular Weight (Monoisotopic): 513.2075

AlogP: 3.61

#Rotatable Bonds: 12

Polar Surface Area: 124.68

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.12

CX Basic pKa: 3.05

CX LogP: 2.41

CX LogD: -0.37

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: -0.82

References

1. Pfefferkorn JA, Litchfield J, Hutchings R, Cheng XM, Larsen SD, Auerbach B, Bush MR, Lee C, Erasga N, Bowles DM, Boyles DC, Lu G, Sekerke C, Askew V, Hanselman JC, Dillon L, Lin Z, Robertson A, Olsen K, Boustany C, Atkinson K, Goosen TC, Sahasrabudhe V, Chupka J, Duignan DB, Feng B, Scialis R, Kimoto E, Bi YA, Lai Y, El-Kattan A, Bakker-Arkema R, Barclay P, Kindt E, Le V, Mandema JW, Milad M, Tait BD, Kennedy R, Trivedi BK, Kowala M..  (2011)  Discovery of novel hepatoselective HMG-CoA reductase inhibitors for treating hypercholesterolemia: a bench-to-bedside case study on tissue selective drug distribution.,  21  (9): [PMID:21183342] [10.1016/j.bmcl.2010.11.103]

Source

Source(1):

• Scientific Literature