purpurone

ID: ALA1214277

Chembl Id: CHEMBL1214277

PubChem CID: 135466913

Max Phase: Preclinical

Molecular Formula: C40H27NO11

Molecular Weight: 697.65

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Purpurone

Canonical SMILES:  O=C1C(c2ccc(O)c(O)c2)=c2c(c3c(n2CCc2ccc(O)cc2)=C(c2ccc(O)c(O)c2)C(=O)c2cc(O)c(O)cc2-3)-c2cc(O)c(O)cc21

Standard InChI:  InChI=1S/C40H27NO11/c42-20-5-1-17(2-6-20)9-10-41-37-33(18-3-7-25(43)27(45)11-18)39(51)23-15-31(49)29(47)13-21(23)35(37)36-22-14-30(48)32(50)16-24(22)40(52)34(38(36)41)19-4-8-26(44)28(46)12-19/h1-8,11-16,42-50H,9-10H2

Standard InChI Key:  USHRRYVVGLGHAL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1214277

   PURPURONE

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: 697.65

Molecular Weight (Monoisotopic): 697.1584

AlogP: 4.21

#Rotatable Bonds: 5

Polar Surface Area: 221.14

Molecular Species: NEUTRAL

HBA: 12

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.30

CX Basic pKa: ┄

CX LogP: 5.59

CX LogD: 5.15

Aromatic Rings: 6

Heavy Atoms: 52

QED Weighted: 0.12

Np Likeness Score: 0.33

References

1. Fan G, Li Z, Shen S, Zeng Y, Yang Y, Xu M, Bruhn T, Bruhn H, Morschhäuser J, Bringmann G, Lin W..  (2010)  Baculiferins A-O, O-sulfated pyrrole alkaloids with anti-HIV-1 activity, from the Chinese marine sponge Iotrochota baculifera.,  18  (15): [PMID:20624681] [10.1016/j.bmc.2010.06.052]

2. Abramson HN..  (2011)  The lipogenesis pathway as a cancer target.,  54  (16): [PMID:21726077] [10.1021/jm2005805]

3. Granchi C..  (2018)  ATP citrate lyase (ACLY) inhibitors: An anti-cancer strategy at the crossroads of glucose and lipid metabolism.,  157  [PMID:30195238] [10.1016/j.ejmech.2018.09.001]

Source

Source(1):

• Scientific Literature