3-(6-(1,8-dihydroxy-3,4a-dimethyl-4,9-dioxo-4a,9-dihydro-4H-xanthen-7-yl)-7,9-dihydroxy-1a,2a-dimethyl-8-oxo-2,2a,8,9a-tetrahydro-1aH-oxireno[2,3-b]xanthen-2-yloxy)-3-oxopropanoic acid

ID: ALA4281691

Chembl Id: CHEMBL4281691

Cas Number: 359762-93-9

PubChem CID: 72941811

Max Phase: Preclinical

Molecular Formula: C33H26O14

Molecular Weight: 646.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(O)=C2C(=O)c3c(ccc(-c4ccc5c(c4O)C(=O)C4=C(O)C6OC6(C)C(OC(=O)CC(=O)O)C4(C)O5)c3O)OC2(C)C1=O

Standard InChI:  InChI=1S/C33H26O14/c1-11-9-14(34)21-25(40)19-15(45-31(21,2)28(11)43)7-5-12(23(19)38)13-6-8-16-20(24(13)39)26(41)22-27(42)29-33(4,47-29)30(32(22,3)46-16)44-18(37)10-17(35)36/h5-9,29-30,34,38-39,42H,10H2,1-4H3,(H,35,36)

Standard InChI Key:  LKLQXZDRMSXWEH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4281691

   Propanedioic acid, MONO(6-(5,10a-dihydro-1,8-dihydroxy-6,10a-dimethyl-5,9-dioxo-9H-xanthen-2-yl)-1a,2,2a,9a-tetrahydro-7,9-dihydroxy-1a,2a-dimethyl-8-oxo-8H-oxireno(b)xanthen-2-yl) 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: 646.56

Molecular Weight (Monoisotopic): 646.1323

AlogP: 3.14

#Rotatable Bonds: 4

Polar Surface Area: 226.72

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.30

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: -0.60

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.18

Np Likeness Score: 1.55

References

1. 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