Pafolacianine sodiumProduct ingredient for Pafolacianine
- Name
- Pafolacianine sodium
- Drug Entry
- Pafolacianine
Pafolacianine, or OTL38, is a folate analogue conjugated with a fluorescent dye that absorbs light in the near-infrared (NIR) spectrum 3 within a range of 760 nm to 785 nm, with a peak absorption of 776 nm. It emits fluorescence within a range of 790 nm to 815 nm with a peak emission of 796 nm.5 The longer wavelength allows for deeper penetration of the fluorescent light through tissues for better imaging and detection of tumours. Pafolacianine targets the folate receptor alpha (FRα) which is upregulated in numerous epithelial malignancies.3
On November 29, 2021, the FDA approved pafolacianine as an adjunct imaging agent for intraoperative identification of malignant lesions in adult patients with ovarian cancer.5 It is currently under investigation for use in FRα-positive pituitary adenoma, lung cancer,4 and renal-cell carcinoma, which is thought to be the second-highest folate receptor-expressing cancer.3
- Accession Number
- DBSALT003214
- Structure
- Synonyms
- Pafolacianine sodium / Pafolacianine tetrasodium
- UNII
- 4HUF3V875C
- CAS Number
- 1628858-03-6
- Weight
- Average: 1414.42
Monoisotopic: 1413.28155342 - Chemical Formula
- C61H63N9Na4O17S4
- InChI Key
- LRVBSDMJFVZFHH-NFVAJSDSSA-J
- InChI
- InChI=1S/C61H67N9O17S4.4Na/c1-60(2)46-33-44(90(81,82)83)22-24-49(46)69(28-5-7-30-88(75,76)77)51(60)26-16-38-10-9-11-39(17-27-52-61(3,4)47-34-45(91(84,85)86)23-25-50(47)70(52)29-6-8-31-89(78,79)80)54(38)87-43-20-12-37(13-21-43)32-48(58(73)74)66-56(71)40-14-18-41(19-15-40)63-35-42-36-64-55-53(65-42)57(72)68-59(62)67-55;;;;/h12-27,33-34,36,48H,5-11,28-32,35H2,1-4H3,(H9-,62,63,64,66,67,68,71,72,73,74,75,76,77,78,79,80,81,82,83,84,85,86);;;;/q;4*+1/p-4/t48-;;;;/m0..../s1
- IUPAC Name
- tetrasodium 2-[(1E)-2-[(3E)-2-{4-[(2S)-2-[(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}phenyl)formamido]-2-carboxylatoethyl]phenoxy}-3-{2-[(2Z)-3,3-dimethyl-5-sulfonato-1-(4-sulfonatobutyl)-2,3-dihydro-1H-indol-2-ylidene]ethylidene}cyclohex-1-en-1-yl]ethenyl]-3,3-dimethyl-1-(4-sulfonatobutyl)-3H-indol-1-ium-5-sulfonate
- SMILES
- [Na+].[Na+].[Na+].[Na+].CC1(C)C(=C\C=C2/CCCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)C4=C(C=C(C=C4)S([O-])(=O)=O)C3(C)C)=C2OC2=CC=C(C[C@H](NC(=O)C3=CC=C(NCC4=NC5=C(N=C4)N=C(N)NC5=O)C=C3)C([O-])=O)C=C2)N(CCCCS([O-])(=O)=O)C2=C1C=C(C=C2)S([O-])(=O)=O
- External Links
- ChEMBL
- CHEMBL4594383
- Predicted Properties
Property Value Source Water Solubility 0.00107 mg/mL ALOGPS logP 2.41 ALOGPS logP 2.26 Chemaxon logS -6.1 ALOGPS pKa (Strongest Acidic) -2.2 Chemaxon pKa (Strongest Basic) 2.12 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 23 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 418.8 Å2 Chemaxon Rotatable Bond Count 25 Chemaxon Refractivity 362.55 m3·mol-1 Chemaxon Polarizability 135.73 Å3 Chemaxon Number of Rings 9 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon