(S)-((1S,3R,7S,8S,8aR)-8-((3R,5R)-3,5-dihydroxy-7-(hydroxyamino)-7-oxoheptyl)-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl)2-methylbutanoate

ID: ALA2347006

Chembl Id: CHEMBL2347006

PubChem CID: 71655136

Max Phase: Preclinical

Molecular Formula: C24H39NO6

Molecular Weight: 437.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)NO)[C@H]21

Standard InChI:  InChI=1S/C24H39NO6/c1-5-15(3)24(29)31-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(26)12-19(27)13-22(28)25-30/h6-7,10,14-16,18-21,23,26-27,30H,5,8-9,11-13H2,1-4H3,(H,25,28)/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1

Standard InChI Key:  UZLJJCAWULBGEN-BXMDZJJMSA-N

Alternative Forms

1. Parent:

   

   ALA2347006

   [(1S,3R,7S,8S,8aR)-8-[(3R,5R)-3,5-dihydroxy-7-(hydroxyamino)-7-oxoheptyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate

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: 437.58

Molecular Weight (Monoisotopic): 437.2777

AlogP: 3.14

#Rotatable Bonds: 10

Polar Surface Area: 116.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.88

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.41

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.24

Np Likeness Score: 2.04

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]

Source

Source(1):

• Scientific Literature