allorottlerin

ID: ALA3596582

Chembl Id: CHEMBL3596582

PubChem CID: 12304392

Max Phase: Preclinical

Molecular Formula: C30H28O8

Molecular Weight: 516.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1c(O)c(C)c(O)c(Cc2c3c(c(O)c4c2OC(c2ccccc2)CC4=O)C=CC(C)(C)O3)c1O

Standard InChI:  InChI=1S/C30H28O8/c1-14-24(33)18(27(36)22(15(2)31)25(14)34)12-19-28-17(10-11-30(3,4)38-28)26(35)23-20(32)13-21(37-29(19)23)16-8-6-5-7-9-16/h5-11,21,33-36H,12-13H2,1-4H3

Standard InChI Key:  AKTBFFHJRRKAMX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3596582

   10-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5-hydroxy-2,2-dimethyl-8-phenyl-7,8-dihydropyrano[3,2-g]chromen-6-one

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: 516.55

Molecular Weight (Monoisotopic): 516.1784

AlogP: 5.50

#Rotatable Bonds: 4

Polar Surface Area: 133.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.61

CX Basic pKa:

CX LogP: 6.90

CX LogD: 5.98

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.33

Np Likeness Score: 2.11

References

1. Joshi P, Singh S, Wani A, Sharma S, Jain SK, Singh B, Gupta BD, Satti NK, Koul S, Khan IA, Kumar A, Bharate SB, Vishwakarma RA.  (2014)  Osthol and curcumin as inhibitors of human Pgp and multidrug efflux pumps of Staphylococcus aureus: reversing the resistance against frontline antibacterial drugs,  5  (10): [10.1039/C4MD00196F]

2. Hong KKC, Ho KKK, Bhadbhade M, Ball GE, Black DS, Kumar N..  (2019)  The Mosaic of Rottlerin: The Sequel.,  82  (5): [PMID:31017784] [10.1021/acs.jnatprod.8b00917]

3. Cheenpracha S, Pyne SG, Patrick BO, Andersen RJ, Maneerat W, Laphookhieo S..  (2019)  Mallopenins A-E, Antibacterial Phenolic Derivatives from the Fruits of Mallotus philippensis.,  82  (8): [PMID:31318550] [10.1021/acs.jnatprod.9b00182]

Source

Source(1):

• Scientific Literature