ID: ALA3261912

Max Phase: Preclinical

Molecular Formula: C15H8I2O5

Molecular Weight: 522.03

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc(O)c2c(c1)C(=O)c1c(I)c(O)c(I)c(O)c1C2=O

Standard InChI:  InChI=1S/C15H8I2O5/c1-4-2-5-7(6(18)3-4)13(20)9-8(12(5)19)10(16)15(22)11(17)14(9)21/h2-3,18,21-22H,1H3

Standard InChI Key:  NRGWKXPKGOBGSH-UHFFFAOYSA-N

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

Properties

Molecular Weight: 522.03

Molecular Weight (Monoisotopic): 521.8461

AlogP: 3.10

#Rotatable Bonds: 0

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.26

CX Basic pKa:

CX LogP: 5.68

CX LogD: 3.58

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.40

Np Likeness Score: 0.84

References

1. Duan F, Li X, Cai S, Xin G, Wang Y, Du D, He S, Huang B, Guo X, Zhao H, Zhang R, Ma L, Liu Y, Du Q, Wei Z, Xing Z, Liang Y, Wu X, Fan C, Ji C, Zeng D, Chen Q, He Y, Liu X, Huang W..  (2014)  Haloemodin as novel antibacterial agent inhibiting DNA gyrase and bacterial topoisomerase I.,  57  (9): [PMID:24588790] [10.1021/jm401685f]

2. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data