5,10,15-triphenyl-20-(4-hydroxyphenyl)-21H,23H-porphyrin

ID: ALA376937

Chembl Id: CHEMBL376937

PubChem CID: 135524769

Max Phase: Preclinical

Molecular Formula: C44H30N4O

Molecular Weight: 630.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2c3nc(c(-c4ccccc4)c4ccc([nH]4)c(-c4ccccc4)c4nc(c(-c5ccccc5)c5ccc2[nH]5)C=C4)C=C3)cc1

Standard InChI:  InChI=1S/C44H30N4O/c49-32-18-16-31(17-19-32)44-39-26-24-37(47-39)42(29-12-6-2-7-13-29)35-22-20-33(45-35)41(28-10-4-1-5-11-28)34-21-23-36(46-34)43(30-14-8-3-9-15-30)38-25-27-40(44)48-38/h1-27,45,48-49H/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-

Standard InChI Key:  QMONKZRPMBDZDY-LWQDQPMZSA-N

Alternative Forms

1. Parent:

   

   ALA376937

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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

Calculated Properties

Molecular Weight: 630.75

Molecular Weight (Monoisotopic): 630.2420

AlogP: 11.03

#Rotatable Bonds: 4

Polar Surface Area: 77.59

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.60

CX Basic pKa: 4.91

CX LogP: 10.92

CX LogD: 10.91

Aromatic Rings: 7

Heavy Atoms: 49

QED Weighted: 0.18

Np Likeness Score: 0.11

References

1. Banfi S, Caruso E, Buccafurni L, Murano R, Monti E, Gariboldi M, Papa E, Gramatica P..  (2006)  Comparison between 5,10,15,20-tetraaryl- and 5,15-diarylporphyrins as photosensitizers: synthesis, photodynamic activity, and quantitative structure-activity relationship modeling.,  49  (11): [PMID:16722648] [10.1021/jm050997m]

2. Ngen EJ, Rajaputra P, You Y..  (2009)  Evaluation of delocalized lipophilic cationic dyes as delivery vehicles for photosensitizers to mitochondria.,  17  (18): [PMID:19692249] [10.1016/j.bmc.2009.07.074]

Source

Source(1):

• Scientific Literature