vemurafenib (CHEBI:63637)

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CHEBI:63637 - vemurafenib

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ChEBI Name	vemurafenib

ChEBI ID	CHEBI:63637

Definition	A pyrrolopyridine that is 1H-pyrrolo[2,3-b]pyridine which is substituted at position 5 by a p-chlorophenyl group and at positions 3 by a 3-amino-2,6-difluorobenzoyl group, the amino group of which has undergone formal condensation with propane-1-sulfonic acid to give the corresponding sulfonamide. An inhibitor of BRAF and other kinases.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Anonymous Kalpana P

Secondary ChEBI IDs	CHEBI:194457

Supplier Information	ChemicalBook:CB02550000, ChemicalBook:CB22515128, eMolecules:32176418, Selleckchem:PLX-4032, ZINC000052509366

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

032 - Ideal conformer

Mrv1927 07202315523D

starting HoverWatcher_5

Time for openFile( 032 - Ideal conformer

Mrv1927 07202315523D

51 54 0 0 0 0 999 V2000

-7.8660 0.8610 -0.4420 C 0 0 0 0 0 0 0 0 0 0 0 0

0.3580 -1.9110 0.4430 C 0 0 0 0 0 0 0 0 0 0 0 0

0.1810 0.6160 0.5130 C 0 0 0 0 0 0 0 0 0 0 0 0

2.5190 1.0330 -0.2390 C 0 0 0 0 0 0 0 0 0 0 0 0

3.8630 1.2300 0.0450 C 0 0 0 0 0 0 0 0 0 0 0 0

4.3040 1.2210 1.3620 C 0 0 0 0 0 0 0 0 0 0 0 0

2.0680 0.8190 2.1280 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.1350 -1.1470 -0.0680 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.0740 -2.5410 -0.1120 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.9310 -3.1800 0.0020 N 0 0 0 0 0 0 0 0 0 0 0 0

-2.9560 -0.4220 0.1000 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.4810 -2.9660 0.3040 N 0 0 0 0 0 0 0 0 0 0 0 0

-0.3530 -0.7470 0.4000 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.7650 -1.1310 0.2170 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.7820 -2.5360 0.1630 C 0 0 0 0 0 0 0 0 0 0 0 0

-5.4370 -0.4460 -0.1990 C 0 0 0 0 0 0 0 0 0 0 0 0

1.6120 0.8260 0.8050 C 0 0 0 0 0 0 0 0 0 0 0 0

3.4090 1.0170 2.3960 C 0 0 0 0 0 0 0 0 0 0 0 0

1.1980 0.6200 3.1420 F 0 0 0 0 0 0 0 0 0 0 0 0

2.0880 1.0460 -1.5200 F 0 0 0 0 0 0 0 0 0 0 0 0

4.7760 1.4370 -0.9970 N 0 0 0 0 0 0 0 0 0 0 0 0

6.3120 0.8300 -0.8850 S 0 0 1 0 0 6 0 0 0 0 0 0

6.9060 1.1460 -2.1360 O 0 0 0 0 0 0 0 0 0 0 0 0

6.8180 1.3770 0.3250 O 0 0 0 0 0 0 0 0 0 0 0 0

6.0810 -0.9620 -0.7250 C 0 0 1 0 0 0 0 0 0 0 0 0

7.4450 -1.6450 -0.6120 C 0 0 1 0 0 0 0 0 0 0 0 0

7.2490 -3.1570 -0.4770 C 0 0 0 0 0 0 0 0 0 0 0 0

-6.6110 -1.1780 -0.3670 C 0 0 0 0 0 0 0 0 0 0 0 0

-7.8190 -0.5220 -0.4880 C 0 0 0 0 0 0 0 0 0 0 0 0

-6.7020 1.5920 -0.2750 C 0 0 0 0 0 0 0 0 0 0 0 0

-5.4900 0.9450 -0.1530 C 0 0 0 0 0 0 0 0 0 0 0 0

-9.3880 1.6810 -0.6020 Cl 0 0 0 0 0 0 0 0 0 0 0 0

1.4280 -1.9810 0.5730 H 0 0 0 0 0 0 0 0 0 0 0 0

5.3510 1.3740 1.5790 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.9850 -3.1060 -0.2420 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.9660 0.6580 0.1380 H 0 0 0 0 0 0 0 0 0 0 0 0

3.7600 1.0110 3.4180 H 0 0 0 0 0 0 0 0 0 0 0 0

4.5080 1.9360 -1.7840 H 0 0 0 0 0 0 0 0 0 0 0 0

5.4930 -1.1740 0.1690 H 0 0 0 0 0 0 0 0 0 0 0 0

5.5560 -1.3410 -1.6020 H 0 0 0 0 0 0 0 0 0 0 0 0

8.0320 -1.4330 -1.5050 H 0 0 0 0 0 0 0 0 0 0 0 0

7.9690 -1.2670 0.2660 H 0 0 0 0 0 0 0 0 0 0 0 0

6.6620 -3.3690 0.4170 H 0 0 0 0 0 0 0 0 0 0 0 0

6.7250 -3.5350 -1.3540 H 0 0 0 0 0 0 0 0 0 0 0 0

8.2220 -3.6430 -0.3960 H 0 0 0 0 0 0 0 0 0 0 0 0

-6.5750 -2.2570 -0.4030 H 0 0 0 0 0 0 0 0 0 0 0 0

-8.7290 -1.0880 -0.6190 H 0 0 0 0 0 0 0 0 0 0 0 0

-6.7440 2.6710 -0.2390 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.5820 1.5170 -0.0230 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.5570 1.5730 0.3660 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.2040 -3.8960 0.3030 H 0 0 0 0 0 0 0 0 0 0 0 0

1 29 2 0 0 0 0

1 30 1 0 0 0 0

1 32 1 0 0 0 0

2 12 1 0 0 0 0

2 13 2 0 0 0 0

2 33 1 0 0 0 0

3 13 1 0 0 0 0

3 17 1 0 0 0 0

3 50 2 0 0 0 0

4 5 2 0 0 0 0

4 17 1 0 0 0 0

4 20 1 0 0 0 0

5 6 1 0 0 0 0

5 21 1 0 0 0 0

6 18 2 0 0 0 0

6 34 1 0 0 0 0

7 17 2 0 0 0 0

7 18 1 0 0 0 0

7 19 1 0 0 0 0

8 9 2 0 0 0 0

8 11 1 0 0 0 0

8 16 1 0 0 0 0

9 10 1 0 0 0 0

9 35 1 0 0 0 0

10 15 2 0 0 0 0

11 14 2 0 0 0 0

11 36 1 0 0 0 0

12 15 1 0 0 0 0

12 51 1 0 0 0 0

13 14 1 0 0 0 0

14 15 1 0 0 0 0

16 28 2 0 0 0 0

16 31 1 0 0 0 0

18 37 1 0 0 0 0

21 22 1 0 0 0 0

21 38 1 0 0 0 0

22 23 2 0 0 0 0

22 24 2 0 0 0 0

22 25 1 0 0 0 0

25 26 1 0 0 0 0

25 39 1 0 0 0 0

25 40 1 0 0 0 0

26 27 1 0 0 0 0

26 41 1 0 0 0 0

26 42 1 0 0 0 0

27 43 1 0 0 0 0

27 44 1 0 0 0 0

27 45 1 0 0 0 0

28 29 1 0 0 0 0

28 46 1 0 0 0 0

29 47 1 0 0 0 0

30 31 2 0 0 0 0

30 48 1 0 0 0 0

31 49 1 0 0 0 0

M END): 37 ms

reading 51 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

51 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
[object Object]
Read full article at Wikipedia

Formula

C23H18ClF2N3O3S

Net Charge

Average Mass

489.920

Monoisotopic Mass

489.07255

InChI

InChI=1S/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)

InChIKey

GPXBXXGIAQBQNI-UHFFFAOYSA-N

SMILES

CCCS(=O)(=O)NC1=CC=C(F)C(C(=O)C2=CNC3=C2C=C(C=N3)C2=CC=C(Cl)C=C2)=C1F

Roles Classification
Biological Role(s):	B-Raf inhibitor A serine/threonine kinase inhibitor that specifically inhibits human mutant serine/threonine kinase (B-Raf)

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	vemurafenib (CHEBI:63637) has role antineoplastic agent (CHEBI:35610) vemurafenib (CHEBI:63637) has role B-Raf inhibitor (CHEBI:75047) vemurafenib (CHEBI:63637) is a aromatic ketone (CHEBI:76224) vemurafenib (CHEBI:63637) is a difluorobenzene (CHEBI:38582) vemurafenib (CHEBI:63637) is a monochlorobenzenes (CHEBI:83403) vemurafenib (CHEBI:63637) is a pyrrolopyridine (CHEBI:46771) vemurafenib (CHEBI:63637) is a sulfonamide (CHEBI:35358)

IUPAC Name

N-(3-{[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl}-2,4-difluorophenyl)propane-1-sulfonamide

INNs	Sources
vemurafenib	WHO MedNet
vemurafenib	WHO MedNet
vémurafénib	WHO MedNet
vemurafenibum	WHO MedNet

Synonyms	Sources
PLX 4032	ChEBI
PLX-4032	DrugBank
PLX4032	DrugBank
RG 7204	ChEBI
RG-7204	DrugBank
RG7204	DrugBank
Ro 51-85426	DrugCentral
RO 5185426	DrugCentral
RO-51-85426	DrugBank
RO-5185426	DrugBank
RO5185426	DrugBank

Brand Name	Source
Zelboraf	KEGG DRUG

Manual Xrefs	Databases
032	PDBeChem
4185	DrugCentral
D09996	KEGG DRUG
DB08881	DrugBank
LSM-1068	LINCS
Vemurafenib	Wikipedia
WO2010114928	Patent
View more database links

Registry Numbers	Types	Sources
12833468	Reaxys Registry Number	Reaxys
918504-65-1	CAS Registry Number	ChemIDplus

Citations

Last Modified

20 July 2023

CHEBI:63637 - vemurafenib

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