3-oxo-3-(2',7,7',9,9'-pentahydroxy-1a,1'a,2a,2'a-tetramethyl-8,8'-dioxo-2,2a,2',2'a,8,8',9a,9'a-octahydro-1aH,1'aH-6,6'-bioxireno[2,3-b]xanthen-2-yloxy)propanoic acid

ID: ALA4292319

Chembl Id: CHEMBL4292319

PubChem CID: 9896019

Max Phase: Preclinical

Molecular Formula: C33H28O15

Molecular Weight: 664.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC12Oc3ccc(-c4ccc5c(c4O)C(=O)C4=C(O)C6OC6(C)C(OC(=O)CC(=O)O)C4(C)O5)c(O)c3C(=O)C1=C(O)C1OC1(C)C2O

Standard InChI:  InChI=1S/C33H28O15/c1-30-18(24(41)26-32(3,47-26)28(30)43)22(39)16-12(45-30)7-5-10(20(16)37)11-6-8-13-17(21(11)38)23(40)19-25(42)27-33(4,48-27)29(31(19,2)46-13)44-15(36)9-14(34)35/h5-8,26-29,37-38,41-43H,9H2,1-4H3,(H,34,35)

Standard InChI Key:  HPJAVCTUQMZZHJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4292319

   3-[[7,9-Dihydroxy-1,14-dimethyl-11-oxo-6-(7,9,15-trihydroxy-1,14-dimethyl-11-oxo-2,13-dioxatetracyclo[8.5.0.03,8.012,14]pentadeca-3(8),4,6,9-tetraen-6-yl)-2,13-dioxatetracyclo[8.5.0.03,8.012,14]pentadeca-3(8),4,6,9-tetraen-15-yl]oxy]-3-oxopropanoic acid

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: 664.57

Molecular Weight (Monoisotopic): 664.1428

AlogP: 2.15

#Rotatable Bonds: 4

Polar Surface Area: 242.41

Molecular Species: ACID

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.30

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: -2.02

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.16

Np Likeness Score: 1.20

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