(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 2,2-dimethylbutanoate

ID: ALA2347007

Chembl Id: CHEMBL2347007

PubChem CID: 71655137

Max Phase: Preclinical

Molecular Formula: C25H41NO6

Molecular Weight: 451.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)(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/C25H41NO6/c1-6-25(4,5)24(30)32-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-18(27)13-19(28)14-22(29)26-31/h7-8,11,15-16,18-21,23,27-28,31H,6,9-10,12-14H2,1-5H3,(H,26,29)/t15-,16-,18+,19+,20-,21-,23-/m0/s1

Standard InChI Key:  IHOZEAFFIQFSRI-HGQWONQESA-N

Alternative Forms

1. Parent:

   

   ALA2347007

   [(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] 2,2-dimethylbutanoate

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: 451.60

Molecular Weight (Monoisotopic): 451.2934

AlogP: 3.53

#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: 2.98

CX LogD: 2.97

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.23

Np Likeness Score: 1.85

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