(3R,5R)-7-[2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxy-N-hydroxyheptanamide

ID: ALA2347008

Chembl Id: CHEMBL2347008

PubChem CID: 71655138

Max Phase: Preclinical

Molecular Formula: C33H36FN3O5

Molecular Weight: 573.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1c(C(=O)Nc2ccccc2)c(-c2ccccc2)c(-c2ccc(F)cc2)n1CC[C@@H](O)C[C@@H](O)CC(=O)NO

Standard InChI:  InChI=1S/C33H36FN3O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)37(31)18-17-26(38)19-27(39)20-28(40)36-42/h3-16,21,26-27,38-39,42H,17-20H2,1-2H3,(H,35,41)(H,36,40)/t26-,27-/m1/s1

Standard InChI Key:  LCQMZRDBGJAUEU-KAYWLYCHSA-N

Alternative Forms

1. Parent:

   

   ALA2347008

   (3R,5R)-7-[2-(4-Fluoro-phenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoyl pyrrol-1-yl]-3,5-dihydroxy-N-hydroxyheptanamide

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: 573.67

Molecular Weight (Monoisotopic): 573.2639

AlogP: 5.73

#Rotatable Bonds: 12

Polar Surface Area: 123.82

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.88

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 4.56

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: -0.41

References

1. Chen JB, Chern TR, Wei TT, Chen CC, Lin JH, Fang JM..  (2013)  Design and synthesis of dual-action inhibitors targeting histone deacetylases and 3-hydroxy-3-methylglutaryl coenzyme A reductase for cancer treatment.,  56  (9): [PMID:23570542] [10.1021/jm400179b]

2.  (2016)  3,5,N-trihydroxy-alkanamide and derivatives: method for making same and use thereof, 

Source

Source(2):

• Scientific Literature
• BindingDB Database