ID: ALA238371

Max Phase: Preclinical

Molecular Formula: C28H20O12

Molecular Weight: 548.46

Molecule Type: Small molecule

Representations

Synonyms (1): mumbaistatin
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)CC(O)CCC(=O)c1cccc(O)c1C(=O)c1c(C(=O)O)c(O)cc2c1C(=O)c1c(O)cccc1C2=O

Standard InChI:  InChI=1S/C28H20O12/c29-11(9-19(34)35)7-8-15(30)12-3-1-5-16(31)20(12)27(38)24-22-14(10-18(33)23(24)28(39)40)25(36)13-4-2-6-17(32)21(13)26(22)37/h1-6,10-11,29,31-33H,7-9H2,(H,34,35)(H,39,40)

Standard InChI Key:  XFESZXMDORIFAO-UHFFFAOYSA-N

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

Properties

Molecular Weight: 548.46

Molecular Weight (Monoisotopic): 548.0955

AlogP: 2.31

#Rotatable Bonds: 9

Polar Surface Area: 223.80

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.45

CX Basic pKa:

CX LogP: 4.12

CX LogD: -4.11

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.17

Np Likeness Score: 1.17

References

1. Lee TS, Das A, Khosla C..  (2007)  Structure-activity relationships of semisynthetic mumbaistatin analogs.,  15  (15): [PMID:17524653] [10.1016/j.bmc.2007.05.019]

2. Charkoudian LK, Farrell BP, Khosla C.  (2012)  Natural product inhibitors of glucose-6-phosphate translocase,  3  (8): [10.1039/C2MD20008B]

Source

Source(1):

• Scientific Literature