ID: ALA213283

Max Phase: Preclinical

Molecular Formula: C22H24ClN3S

Molecular Weight: 361.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC/N=c1/cc2sc3cc(N(CC)CC)ccc3nc-2c2ccccc12.Cl

Standard InChI:  InChI=1S/C22H23N3S.ClH/c1-4-23-19-14-21-22(17-10-8-7-9-16(17)19)24-18-12-11-15(13-20(18)26-21)25(5-2)6-3;/h7-14H,4-6H2,1-3H3;1H/b23-19-;

Standard InChI Key:  QYNCZLPRFXWLEN-PDEWKSAASA-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: 361.51

Molecular Weight (Monoisotopic): 361.1613

AlogP: 5.32

#Rotatable Bonds: 4

Polar Surface Area: 28.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 7.30

CX LogP: 4.90

CX LogD: 4.65

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: -1.26

References

1. Foley JW, Song X, Demidova TN, Jalil F, Hamblin MR..  (2006)  Synthesis and properties of benzo[a]phenoxazinium chalcogen analogues as novel broad-spectrum antimicrobial photosensitizers.,  49  (17): [PMID:16913718] [10.1021/jm060153i]

2. Vecchio D, Bhayana B, Huang L, Carrasco E, Evans CL, Hamblin MR..  (2014)  Structure-function relationships of Nile blue (EtNBS) derivatives as antimicrobial photosensitizers.,  75  [PMID:24561676] [10.1016/j.ejmech.2014.01.064]

3. Wang Y,Pan Z,Cheng XL,Zhang K,Zhang X,Qin Y,Fan J,Yan T,Han T,Shiu KK,Hau SC,Mak NK,Kwong DWJ,Liu X,Li M,Deng G,Zheng Q,Lu J,Li D.  (2021)  A red-light-activated sulfonamide porphycene for highly efficient photodynamic therapy against hypoxic tumor.,  209  [PMID:33010634] [10.1016/j.ejmech.2020.112867]

Source

Source(1):

• Scientific Literature