ID: ALA2403179

Max Phase: Preclinical

Molecular Formula: C44H38I4N8

Molecular Weight: 678.84

Molecule Type: Unknown

Representations

Canonical SMILES:  C[n+]1ccc(-c2c3nc(c(-c4cc[n+](C)cc4)c4ccc([nH]4)c(-c4cc[n+](C)cc4)c4nc(c(-c5cc[n+](C)cc5)c5ccc2[nH]5)C=C4)C=C3)cc1.[I-].[I-].[I-].[I-]

Standard InChI:  InChI=1S/C44H37N8.4HI/c1-49-21-13-29(14-22-49)41-33-5-7-35(45-33)42(30-15-23-50(2)24-16-30)37-9-11-39(47-37)44(32-19-27-52(4)28-20-32)40-12-10-38(48-40)43(36-8-6-34(41)46-36)31-17-25-51(3)26-18-31;;;;/h5-28H,1-4H3,(H,45,46,47,48);4*1H/q+3;;;;/p-3/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-;;;;

Standard InChI Key:  IWUSKFYHLANXSV-GVHKZQBISA-K

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 678.84

Molecular Weight (Monoisotopic): 678.3197

AlogP: 6.62

#Rotatable Bonds: 4

Polar Surface Area: 72.88

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 4.66

CX LogP: -9.42

CX LogD: -9.42

Aromatic Rings: 7

Heavy Atoms: 52

QED Weighted: 0.21

Np Likeness Score: 0.07

References

1. Alves E, Faustino MA, Tomé JP, Neves MG, Tomé AC, Cavaleiro JA, Cunha A, Gomes NC, Almeida A..  (2013)  Nucleic acid changes during photodynamic inactivation of bacteria by cationic porphyrins.,  21  (14): [PMID:23719285] [10.1016/j.bmc.2013.04.065]

2. Slomp AM, Barreira SMW, Carrenho LZB, Vandresen CC, Zattoni IF, Ló SMS, Dallagnol JCC, Ducatti DRB, Orsato A, Duarte MER, Noseda MD, Otuki MF, Gonçalves AG..  (2017)  Photodynamic effect of meso-(aryl)porphyrins and meso-(1-methyl-4-pyridinium)porphyrins on HaCaT keratinocytes.,  27  (2): [PMID:27956348] [10.1016/j.bmcl.2016.11.094]

3. Le Guern F, Ouk TS, Ouk C, Vanderesse R, Champavier Y, Pinault E, Sol V..  (2018)  Lysine Analogue of Polymyxin B as a Significant Opportunity for Photodynamic Antimicrobial Chemotherapy.,  9  (1): [PMID:29348804] [10.1021/acsmedchemlett.7b00360]

4. Sobotta L, Skupin-Mrugalska P, Piskorz J, Mielcarek J..  (2019)  Porphyrinoid photosensitizers mediated photodynamic inactivation against bacteria.,  175  [PMID:31096157] [10.1016/j.ejmech.2019.04.057]

5. Janas K, Boniewska-Bernacka E, Dyrda G, Słota R..  (2021)  Porphyrin and phthalocyanine photosensitizers designed for targeted photodynamic therapy of colorectal cancer.,  30  [PMID:33341498] [10.1016/j.bmc.2020.115926]

Source

Source(1):

• Scientific Literature