Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00730)
Name
Vismodegib
Synonyms    Click to Show/Hide the Synonyms of This API
Vismodegib; 879085-55-9; GDC-0449; Erivedge; 2-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(methylsulfonyl)benzamide; Vismodegib (GDC-0449); HhAntag691; GDC0449; GDC 0449; GDC-0449 (Vismodegib); UNII-25X868M3DS; NSC-747691; 2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide; 2-chloro-N-[4-chloro-3-(pyridin-2-yl)phenyl]-4-(methylsulfonyl)benzamide; CHEMBL473417; CHEBI:66903; 25X868M3DS; NSC755986; 2-chloro-N-(4-chloro-3-pyridin-2-ylphenyl)-4-methylsulfonylbenzamide; C19H14Cl2N2O3S; 2-chloro-n-(4-chloro-3-(2-pyridinyl)phenyl)-4-(methylsulfonyl)benzamide; 2-chloro-N-(4-chloro-3-pyridin-2-yl-phenyl)-4-methanesulfonyl-benzamide; 2-Chloranyl-~{n}-(4-Chloranyl-3-Pyridin-2-Yl-Phenyl)-4-Methylsulfonyl-Benzamide; Erivedge (TN); Vismodegib [USAN:INN]; NSC 747691; vismodegibum; HSDB 8130; R 3616; NSC747691; Hh-Antag691; HhAntag 691; Vismodegib, free base; RG-3616; methanesulfonylbenzamide; PubChem19137; Vismodegib (USAN/INN); Vismodegib; GDC-0449; R-3616; GDC-0449 - Selumetinib; cc-580; MLS006012035; SCHEMBL302587; GTPL6975; QCR-40; AOB1040; CUR-691; DTXSID40236689; GDC-449; BCPP000223; HMS3604K16; HMS3654E17; BCP01715; EX-A2178; ABP000894; ANW-60962; BDBM50249522; MFCD12407408; NSC755809; ZINC40899447; GDC-0449(Vismodegib)/GDC0449; GDC-0449,Vismodegib, HhAntag691; AKOS015966534; BCP9000713; CCG-264811; CS-0255; DB08828; MCULE-6680076172; NSC-755809; NSC-755986; PB15086; NCGC00242497-01; NCGC00242497-02; NCGC00242497-06; NCGC00242497-12; AC-26969; AK-77261; AS-14066; HY-10440; SMR004703564; AB0008125; FT-0675833; SW218087-2; EC-000.2333; A10258; D09992; J90022; Q-2305; V-4050; AB01565813_02; 085G559; SR-01000941574; 2-chloro-N-[4-chloro-3-(pyridin-2-yl)phenyl]-4-; J-509076; Q2070286; SR-01000941574-1; C538724000; 2-Chloro-N-(4-chloro-3-(2-pyridl)phenyl)-4-(methylsulfonyl)benzamide; 2-Chloro-N-(4-chloro-3-(pyridin-2-yl)-phenyl)-4-(methylsulfonyl)benzamide; 2-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(methyl sulfonyl)benzamide; 2-chloro-N~1~-[4-chloro-3-(2-pyridyl)phenyl]-4-(methylsulfonyl)benzamide; 2-CHLORO-N-[4-CHLORO-3-(2-PYRIDINYL)PHENYL]-4-(METHYLSULFONYL)-BENZAMIDE; Benzamide, 2-chloro-N-(4-chloro-3-(2-pyridinyl)phenyl)-4-(methylsulfonyl)-; GD 0449; 2-Chloro-N-[4-chloro-3-(2-pyridinyl)phenyl]-4-(methylsulfonyl)benzamide
Clinical Status
Approved
Disease Indication Melanoma ICD-11: 2C30 [1]
PubChem CID
24776445
Formula
C19H14Cl2N2O3S
Canonical SMILES
CS(=O)(=O)C1=CC(=C(C=C1)C(=O)NC2=CC(=C(C=C2)Cl)C3=CC=CC=N3)Cl
InChI
1S/C19H14Cl2N2O3S/c1-27(25,26)13-6-7-14(17(21)11-13)19(24)23-12-5-8-16(20)15(10-12)18-4-2-3-9-22-18/h2-11H,1H3,(H,23,24)
InChIKey
BPQMGSKTAYIVFO-UHFFFAOYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=24776445"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 421.3 Topological Polar Surface Area 84.5
XlogP 3.8 Complexity 625
Heavy Atom Count 27 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Vismodegib 150 mg capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Sodium lauryl sulfate; Magnesium stearate; Ferric oxide red; Ferrosoferric oxide; Talc; Titanium dioxide; Povidone k30; Gelatin, unspecified; Microcrystalline cellulose; Sodium starch glycolate type a potato
                   Dosage Form Oral Capsule
                   Company Genentech
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
References
1 FDA label for approved vismodegib from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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