Benzoic acid (1S,3R)-5-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-((S)-2-methyl-butyryloxy)-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl]-3-hydroxy-1-hydroxycarbamoylmethyl-pentyl ester

ID: ALA3933005

PubChem CID: 134138507

Max Phase: Preclinical

Molecular Formula: C31H43NO7

Molecular Weight: 541.69

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](CC(=O)NO)OC(=O)c3ccccc3)[C@H]21

Standard InChI:  InChI=1S/C31H43NO7/c1-5-20(3)30(35)39-27-16-19(2)15-23-12-11-21(4)26(29(23)27)14-13-24(33)17-25(18-28(34)32-37)38-31(36)22-9-7-6-8-10-22/h6-12,15,19-21,24-27,29,33,37H,5,13-14,16-18H2,1-4H3,(H,32,34)/t19-,20-,21-,24+,25-,26-,27-,29-/m0/s1

Standard InChI Key:  ONXRLVXHFDMWQE-MSQMLLKSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3933005

   ---

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: 541.69

Molecular Weight (Monoisotopic): 541.3040

AlogP: 5.00

#Rotatable Bonds: 12

Polar Surface Area: 122.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.88

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.91

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: 1.54

References

1. Lin RK, Lin YF, Hsu MJ, Hsieh CL, Wang CY, Huang CC, Huang WJ..  (2016)  Synthesis and biological evaluation of lovastatin-derived aliphatic hydroxamates that induce reactive oxygen species.,  26  (22): [PMID:27756564] [10.1016/j.bmcl.2016.10.005]

Source

Source(1):

• Scientific Literature