(7S,8S,8aS)-8-hydroxy-7-methyl-6-oxo-3[(1E)-prop-1-en-1-yl]-6,7,8,8a-tetrahydro-1H-isochromen-7-yl 2,4-dihydroxy-6-methylbenzoate

ID: ALA2011646

Chembl Id: CHEMBL2011646

PubChem CID: 57333717

Max Phase: Preclinical

Molecular Formula: C21H22O7

Molecular Weight: 386.40

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pinophilin A | Pinophilin A|CHEMBL2011646|CHEBI:204197|BDBM50379292|[(7S,8S,8aS)-8-hydroxy-7-methyl-6-oxo-3-[(E)-prop-1-enyl]-8,8a-dihydro-1H-isochromen-7-yl] 2,4-dihydroxy-6-methylbenzoate

Canonical SMILES:  C/C=C/C1=CC2=CC(=O)[C@@](C)(OC(=O)c3c(C)cc(O)cc3O)[C@@H](O)[C@@H]2CO1

Standard InChI:  InChI=1S/C21H22O7/c1-4-5-14-7-12-8-17(24)21(3,19(25)15(12)10-27-14)28-20(26)18-11(2)6-13(22)9-16(18)23/h4-9,15,19,22-23,25H,10H2,1-3H3/b5-4+/t15-,19+,21-/m1/s1

Standard InChI Key:  JCQWLKQBYHSHOG-DAYKGMGPSA-N

Alternative Forms

1. Parent:

   

   ALA2011646

   PINOPHILIN A

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: 386.40

Molecular Weight (Monoisotopic): 386.1366

AlogP: 2.30

#Rotatable Bonds: 3

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.69

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.23

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: 2.51

References

1. Myobatake Y, Takeuchi T, Kuramochi K, Kuriyama I, Ishido T, Hirano K, Sugawara F, Yoshida H, Mizushina Y..  (2012)  Pinophilins A and B, inhibitors of mammalian A-, B-, and Y-family DNA polymerases and human cancer cell proliferation.,  75  (2): [PMID:22264170] [10.1021/np200523b]

Source

Source(1):

• Scientific Literature