3-Isopropyl-4-methyl-pentanoic acid 3-hydroxy-2-(3-methyl-but-2-enoyloxy)-propyl ester

ID: ALA40482

Chembl Id: CHEMBL40482

PubChem CID: 10087009

Max Phase: Preclinical

Molecular Formula: C17H30O5

Molecular Weight: 314.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CC(=O)O[C@@H](CO)COC(=O)CC(C(C)C)C(C)C

Standard InChI:  InChI=1S/C17H30O5/c1-11(2)7-17(20)22-14(9-18)10-21-16(19)8-15(12(3)4)13(5)6/h7,12-15,18H,8-10H2,1-6H3/t14-/m0/s1

Standard InChI Key:  FEZJCRRFSLCOIK-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA40482

   3-Isopropyl-4-methyl-pentanoic acid 3-hydroxy-2-(3-methyl-but-2-enoyloxy)-propyl ester

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: 314.42

Molecular Weight (Monoisotopic): 314.2093

AlogP: 2.72

#Rotatable Bonds: 9

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: 1.59

References

1. Sigano DM, Peach ML, Nacro K, Choi Y, Lewin NE, Nicklaus MC, Blumberg PM, Marquez VE..  (2003)  Differential binding modes of diacylglycerol (DAG) and DAG lactones to protein kinase C (PK-C).,  46  (9): [PMID:12699375] [10.1021/jm020476o]

2. Nacro K, Sigano DM, Yan S, Nicklaus MC, Pearce LL, Lewin NE, Garfield SH, Blumberg PM, Marquez VE..  (2001)  An optimized protein kinase C activating diacylglycerol combining high binding affinity (Ki) with reduced lipophilicity (log P).,  44  (12): [PMID:11384235] [10.1021/jm010052e]

Source

Source(1):

• Scientific Literature