kynapcin-12

ID: ALA515528

Chembl Id: CHEMBL515528

PubChem CID: 11742283

Max Phase: Preclinical

Molecular Formula: C22H18O8

Molecular Weight: 410.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Kynapcin-12 | kynapcin-12|CHEMBL515528|[4-acetyloxy-2,5-dihydroxy-3,6-bis(4-hydroxyphenyl)phenyl] Acetate|CHEBI:224370|BDBM50269567

Canonical SMILES:  CC(=O)Oc1c(O)c(-c2ccc(O)cc2)c(OC(C)=O)c(O)c1-c1ccc(O)cc1

Standard InChI:  InChI=1S/C22H18O8/c1-11(23)29-21-17(13-3-7-15(25)8-4-13)20(28)22(30-12(2)24)18(19(21)27)14-5-9-16(26)10-6-14/h3-10,25-28H,1-2H3

Standard InChI Key:  WOUMFZZOFGTIFS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA515528

   Kynapcin-12

Molecule Features

Natural Product: Yes

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: 410.38

Molecular Weight (Monoisotopic): 410.1002

AlogP: 3.69

#Rotatable Bonds: 4

Polar Surface Area: 133.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.13

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 4.56

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.29

Np Likeness Score: 0.70

References

1. Song KS, Raskin I..  (2002)  A prolyl endopeptidase-inhibiting benzofuran dimer from Polyozellus multiflex.,  65  (1): [PMID:11809072] [10.1021/np010194b]

2. Lee IK, Jung JY, Kim YS, Rhee MH, Yun BS..  (2009)  p-Terphenyls from the fruiting bodies of Paxillus curtisii and their antioxidant properties.,  17  (13): [PMID:19450986] [10.1016/j.bmc.2009.04.064]

3. Takahashi S, Yoshida A, Uesugi S, Hongo Y, Kimura K, Matsuoka K, Koshino H..  (2014)  Structural revision of kynapcin-12 by total synthesis, and inhibitory activities against prolyl oligopeptidase and cancer cells.,  24  (15): [PMID:24948566] [10.1016/j.bmcl.2014.05.091]

Source

Source(1):

• Scientific Literature