ID: ALA380645

Max Phase: Preclinical

Molecular Formula: C22H30O6

Molecular Weight: 390.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C(CC(=O)OCC1(CO)C/C(=C\c2ccc(O)cc2)C(=O)O1)C(C)C

Standard InChI:  InChI=1S/C22H30O6/c1-14(2)19(15(3)4)10-20(25)27-13-22(12-23)11-17(21(26)28-22)9-16-5-7-18(24)8-6-16/h5-9,14-15,19,23-24H,10-13H2,1-4H3/b17-9+

Standard InChI Key:  JKERAVGYQRGKNA-RQZCQDPDSA-N

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

Properties

Molecular Weight: 390.48

Molecular Weight (Monoisotopic): 390.2042

AlogP: 3.32

#Rotatable Bonds: 8

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.37

CX Basic pKa:

CX LogP: 4.07

CX LogD: 4.07

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: 1.29

References

1. Kang JH, Benzaria S, Sigano DM, Lewin NE, Pu Y, Peach ML, Blumberg PM, Marquez VE..  (2006)  Conformationally constrained analogues of diacylglycerol. 26. Exploring the chemical space surrounding the C1 domain of protein kinase C with DAG-lactones containing aryl groups at the sn-1 and sn-2 positions.,  49  (11): [PMID:16722637] [10.1021/jm060011o]

2. Pu Y, Kang JH, Sigano DM, Peach ML, Lewin NE, Marquez VE, Blumberg PM..  (2014)  Diacylglycerol lactones targeting the structural features that distinguish the atypical C1 domains of protein kinase C ζ and ι from typical C1 domains.,  57  (9): [PMID:24684293] [10.1021/jm500165n]

Source

Source(1):

• Scientific Literature