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Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
4 steps
Depiction
Dead-End Product
Oxalic Acid
C(=O)(C(O)=O)O
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
11 steps
Depiction
Dead-End Product
CID 22568690
C([N+](=O)[O-])([O-])=O
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
7 steps
Depiction
Dead-End Product
C(C(=O)O)=[N+](CC(=O)O)[O-]
Depiction
Upstream Precursor
Ziprasidone Impurity 59
C1C[N+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)(C4=NSC5=CC=CC=C54)[O-]
Depth 1
Depiction
Product
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depiction
Upstream Precursor
Ziprasidone N-oxide
C1CN(CC[N+]1(CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)[O-])C4=NSC5=CC=CC=C54
Depth 1
Depiction
Product
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depiction
Upstream Precursor
Ziprasidone Impurity 63
C1C[N+](CC[N+]1(CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)[O-])(C4=NSC5=CC…
Depth 2
Depiction
Product
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 3
Depiction
Downstream Successor
Chloroformic acid
C(O)(Cl)=O
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 3
Depiction
Downstream Successor
2-((2-Aminoethyl)amino)acetaldehyde
C(CN)NCC=O
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 3
Depiction
Downstream Successor
4-Hydroxypiperazine
N1(CCNCC1)O
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 3
Depiction
Downstream Successor
3-Amino-3-Oxopropanoic Acid
NC(=O)CC(=O)O
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 1
Depiction
Downstream Successor
3-Piperazin-4-ium-1-yl-1,2-benzothiazole
C1C[NH+](CCN1)C2=NSC3=CC=CC=C32
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 3
Depiction
Downstream Successor
6-Chloro-5-methyl-1,3-dihydroindol-2-one
CC1=CC2=C(C=C1Cl)NC(C2)=O
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 2
Depiction
Downstream Successor
C1CN(CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)Cl
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 1
Depiction
Downstream Successor
1,2-Seco-ziprasidone
C1CN(CCN1CCC2=C(C=C(C(=C2)CC(=O)O)N)Cl)C3=NSC4=CC=CC=C43
Depiction
Precursor
5-[2-[4-(1,2-Benzothiazol-3-yl)piperazin-1-ium-1-yl]ethyl]-6-chloro-1,3-dihydroindol-2-one
C1C[NH+](CCN1CCC2=C(C=C3C(=C2)CC(=O)N3)Cl)C4=NSC5=CC=CC=C54
Depth 2
Depiction
Downstream Successor
C1CN(CCN1CCC2=C(C=C(C(=C2)CC(=O)O)N)Cl)C3=NSC4=CC(=C(C=C43)O)O
No Original Precursors

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