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Details

Stereochemistry ABSOLUTE
Molecular Formula C61H63N9O17S4.4H
Molecular Weight 1326.495
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of PAFOLACIANINE

SMILES

[H+].[H+].[H+].[H+].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)=C2OC5=CC=C(C[C@H](NC(=O)C6=CC=C(NCC7=NC8=C(N=C7)N=C(N)NC8=O)C=C6)C([O-])=O)C=C5)N(CCCCS([O-])(=O)=O)C9=C1C=C(C=C9)S([O-])(=O)=O

InChI

InChIKey=PDXNSXLPXJFETD-DYVQZXGMSA-N
InChI=1S/C61H67N9O17S4/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)/t48-/m0/s1

HIDE SMILES / InChI

Molecular Formula C61H63N9O17S4
Molecular Weight 1322.463
Charge -4
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 3
Optical Activity UNSPECIFIED

Molecular Formula H
Molecular Weight 1.0079
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

OTL-0038 or OTL-38, a fluorescent-labelled folate receptor-α (FRα) targeted imaging agent that accumulates in vivo in tumor cells expressing FR. OTL38 is currently in ongoing Phase 3 clinical trial in ovarian cancer and successfully completed phase 2 clinical trial in lung cancer. OTL38 is being evaluated for its ability to help surgeons locate and remove hard-to-find cancerous lesions that are often widespread. In 2014, the OTL-38 molecule was granted orphan drug status which can be given to the maker of a drug that treats rare conditions or diseases and offers protection from competition for a period of time. In addition, OTL-38 was studied in phase II clinical trials in the Netherlands for the diagnosis of endometriosis.

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

0.025 mg/kg of OTL38 (OTL-0038) in 250ml D5W infused intravenously over 60 minutes
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:40:27 GMT 2023
Edited
by admin
on Fri Dec 15 17:40:27 GMT 2023
Record UNII
F7BD3Z4X8L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PAFOLACIANINE
USAN   INN  
Official Name English
OTL-38
Common Name English
PAFOLACIANINE [USAN]
Common Name English
Pafolacianine [WHO-DD]
Common Name English
2-(2-(2-(4-((2S)-2-(4-(((2-AMINO-4-OXO-3,4-DIHYDROPTERIDIN-6-YL)METHYL)AMINO)BENZAMIDO)-2-CARBOXYETHYL)PHENOXY)-3-(2-(3,3-DIMETHYL-5-SULFO-1-(4-SULFOBUTYL)-1,3-DIHYDRO-2H-INDOL-2-YLIDENE)ETHYLIDENE)CYCLOHEX-1-EN-1-YL)ETHENYL)-3,3-DIMETHYL-5-SULFO-1-(4-SU
Systematic Name English
OTL0038
Code English
OTL-0038
Code English
pafolacianine [INN]
Common Name English
3H-INDOLIUM, 2-(2-(2-(4-((2S)-2-((4-(((2-AMINO-3,4-DIHYDRO-4-OXO-6-PTERIDINYL)METHYL)AMINO)BENZOYL)AMINO)-2-CARBOXYETHYL)PHENOXY)-3-(2-(1,3-DIHYDRO-3,3-DIMETHYL-5-SULFO-1-(4-SULFOBUTYL)-2H-INDOL-2-YLIDENE)ETHYLIDENE)-1-CYCLOHEXEN-1-YL)ETHENYL)-3,3-DIMETH
Systematic Name English
OTL38
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 458714
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
Code System Code Type Description
INN
11569
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
DAILYMED
F7BD3Z4X8L
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
RXCUI
2586857
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
DRUG BANK
DB15413
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
USAN
HI-69
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
NCI_THESAURUS
C175834
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
CAS
1628423-76-6
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
FDA UNII
F7BD3Z4X8L
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
SMS_ID
300000013880
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
PUBCHEM
135565623
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
WIKIPEDIA
Pafolacianine
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
PRIMARY
CAS
1983160-11-7
Created by admin on Fri Dec 15 17:40:27 GMT 2023 , Edited by admin on Fri Dec 15 17:40:27 GMT 2023
NO STRUCTURE GIVEN
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET->LIGAND
Imaging agent
Related Record Type Details
ACTIVE MOIETY