Anziaic acid

ID: ALA3134416

Chembl Id: CHEMBL3134416

Cas Number: 641-68-9

PubChem CID: 12306720

Max Phase: Preclinical

Molecular Formula: C24H30O7

Molecular Weight: 430.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCc1cc(OC(=O)c2c(O)cc(O)cc2CCCCC)cc(O)c1C(=O)O

Standard InChI:  InChI=1S/C24H30O7/c1-3-5-7-9-15-11-17(25)13-19(26)22(15)24(30)31-18-12-16(10-8-6-4-2)21(23(28)29)20(27)14-18/h11-14,25-27H,3-10H2,1-2H3,(H,28,29)

Standard InChI Key:  BEFYPHLCGVCBFF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3134416

   Anziaic acid

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: 430.50

Molecular Weight (Monoisotopic): 430.1992

AlogP: 5.19

#Rotatable Bonds: 11

Polar Surface Area: 124.29

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.80

CX Basic pKa: ┄

CX LogP: 8.26

CX LogD: 4.75

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.22

Np Likeness Score: 0.86

References

1. Lin H, Annamalai T, Bansod P, Tse-Dinh YC, Sun D..  (2013)  Synthesis and antibacterial evaluation of anziaic acid and analogues as topoisomerase I inhibitors.,  4  (12): [PMID:24363888] [10.1039/c3md00238a]

2. Lin H, Annamalai T, Bansod P, Tse-Dinh YC, Sun D..  (2013)  Synthesis and antibacterial evaluation of anziaic acid and analogues as topoisomerase I inhibitors.,  4  (12): [PMID:24363888] [10.1039/c3md00238a]

3. Feng L, Maddox MM, Alam MZ, Tsutsumi LS, Narula G, Bruhn DF, Wu X, Sandhaus S, Lee RB, Simmons CJ, Tse-Dinh YC, Hurdle JG, Lee RE, Sun D..  (2014)  Synthesis, structure-activity relationship studies, and antibacterial evaluation of 4-chromanones and chalcones, as well as olympicin A and derivatives.,  57  (20): [PMID:25238443] [10.1021/jm500853v]

4. Chen Y, Liu H, Xu S, Wang T, Li W.  (2015)  Targeting microsomal prostaglandin E2synthase-1 (mPGES-1): the development of inhibitors as an alternative to non-steroidal anti-inflammatory drugs (NSAIDs),  6  (12): [10.1039/C5MD00278H]

Source

Source(1):

• Scientific Literature