SIMMITECAN

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C34H38N4O6.ClH
Molecular Weight	635.15
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC[C@@]1(O)C(=O)OCC2=C1C=C3N(CC4=C3N=C5C=CC(OC(=O)N6CCC(CC6)N7CCCCC7)=C(CC=C)C5=C4)C2=O

InChI

InChIKey=UWNITDCAZZJJFF-GXUZKUJRSA-N

InChI=1S/C34H38N4O6.ClH/c1-3-8-23-24-17-21-19-38-28(18-26-25(31(38)39)20-43-32(40)34(26,42)4-2)30(21)35-27(24)9-10-29(23)44-33(41)37-15-11-22(12-16-37)36-13-6-5-7-14-36;/h3,9-10,17-18,22,42H,1,4-8,11-16,19-20H2,2H3;1H/t34-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C34H38N4O6
Molecular Weight	598.6887
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://adisinsight.springer.com/drugs/800038082 | https://www.ncbi.nlm.nih.gov/pubmed/24056706 | https://ichgcp.net/clinical-trials-registry/NCT01832298

HaiHe Biopharma (Shanghai HaiHe Pharmaceutical) is developing simmitecan, an ester pro-drug of chimmitecan for the treatment of cancer. Simmitecan is in phase I development for solid tumours and colorectal cancer in China. Simmitecan (L-P) is a water-soluble ester prodrug of chimmitecan (L-2-Z) with potent anti-tumor activities in different experimental animals. Chimmitecan，a novel CPT derivative, exhibited potent antitumor activities both in vitro and in vivo by inhibiting topoisomerase I.

Originator

Approval Year

PubMed

Title	Date	PubMed
Accurate determination of the anticancer prodrug simmitecan and its active metabolite chimmitecan in various plasma samples based on immediate deactivation of blood carboxylesterases.	2011 Sep 23	21839460

Sample Use Guides

In Vivo Use Guide

SD rats were injected with a single iv bolus doses of Simmitecan (3.75, 7.5 and 15 mg/kg).

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:41:09 GMT 2023` Edited by `admin` on `Sat Dec 16 08:41:09 GMT 2023`
Record UNII	T4H02O147G
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

SIMMITECAN

Common Name

English

SIMMITECAN HYDROCHLORIDE

Common Name

English

(1,4'-BIPIPERIDINE)-1'-CARBOXYLIC ACID, (4S)-4-ETHYL-3,4,12,14-TETRAHYDRO-4-HYDROXY-3,14-DIOXO-10-(2-PROPEN-1-YL)-1H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLIN-9-YL ESTER, HYDROCHLORIDE (1:1)

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2843