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Details

Stereochemistry ABSOLUTE
Molecular Formula C61H63N9O17S4.4H
Molecular Weight 1326.5015
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of PAFOLACIANINE

SMILES

CC1(C)c2cc(ccc2[N+](=C1C=CC3=C(C(=CC=C4C(C)(C)c5cc(ccc5N4CCCCS(=O)(=O)O)S(=O)(=O)[O-])CCC3)Oc6ccc(cc6)C[C@@]([H])(C(=O)O)NC(=C7C=CC(=NCc8cnc9c(c(nc(=N)[nH]9)O)n8)C=C7)O)CCCCS(=O)(=O)O)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 1322.4697
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
Synthesis and composition of amino acid linking groups conjugated to compounds used for the targeted imaging of tumors: a patent evaluation of US20160011199A1.
2016 Nov
Folate receptor-α targeted near-infrared fluorescence imaging in high-risk endometrial cancer patients: a tissue microarray and clinical feasibility study.
2018 Jan 2

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 Jun 25 20:37:51 UTC 2021
Edited
by admin
on Fri Jun 25 20:37:51 UTC 2021
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
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 Jun 25 20:37:51 UTC 2021 , Edited by admin on Fri Jun 25 20:37:51 UTC 2021
Code System Code Type Description
INN
11569
Created by admin on Fri Jun 25 20:37:51 UTC 2021 , Edited by admin on Fri Jun 25 20:37:51 UTC 2021
PRIMARY
DRUG BANK
DB15413
Created by admin on Fri Jun 25 20:37:51 UTC 2021 , Edited by admin on Fri Jun 25 20:37:51 UTC 2021
PRIMARY
NCI_THESAURUS
C175834
Created by admin on Fri Jun 25 20:37:51 UTC 2021 , Edited by admin on Fri Jun 25 20:37:51 UTC 2021
PRIMARY
CAS
1628423-76-6
Created by admin on Fri Jun 25 20:37:51 UTC 2021 , Edited by admin on Fri Jun 25 20:37:51 UTC 2021
PRIMARY
FDA UNII
F7BD3Z4X8L
Created by admin on Fri Jun 25 20:37:51 UTC 2021 , Edited by admin on Fri Jun 25 20:37:51 UTC 2021
PRIMARY
PUBCHEM
135565623
Created by admin on Fri Jun 25 20:37:51 UTC 2021 , Edited by admin on Fri Jun 25 20:37:51 UTC 2021
PRIMARY
CAS
1983160-11-7
Created by admin on Fri Jun 25 20:37:51 UTC 2021 , Edited by admin on Fri Jun 25 20:37:51 UTC 2021
NO STRUCTURE GIVEN
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY