General Information of Drug (ID: DMBPNKT)

Drug Name
SC-44463 Drug Info
Synonyms
SC-44463; CHEMBL45483; n-[3-(n'-hydroxycarboxamido)-2-(2-methylpropyl)-propanoyl]-o-tyrosine-n-methylamide; 104408-38-0; Ihp-tyr-menh2; HTA; AC1L2U0O; SCHEMBL9284838; sc44463; BDBM50104969; DB07926; N-(2-Isobutyl-3-(N'-hydroxycarbonylamido)propanoyl)-O-methyltyrosinemethylamide; N*4*-Hydroxy-2-isobutyl-N*1*-[2-(4-methoxy-phenyl)-1-methylcarbamoyl-ethyl]-succinamide; (2R)-N-hydroxy-N'-[(1S)-2-(4-methoxyphenyl)-1-(methylcarbamoyl)ethyl]-2-(2-methylpropyl)butanediamide; Butanediamide, N4-hydroxy-N1-(1-((4-methoxyphenyl)meth
Cross-matching ID
PubChem CID
128564
CAS Number
CAS 104408-38-0
TTD Drug ID
DMBPNKT

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
Drug Status:
Clinical Trial Drug(s)
Discontinued Drug(s)
Investigative Drug(s)
Approved Drug(s)
Patented Agent(s)
Preclinical Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
CIPEMASTAT DM803GL Rheumatoid arthritis FA20 Phase 3 [4]
GM6001 DM7V9CT Corneal ulcer 9A76 Discontinued in Phase 2 [5]
BB-1101 DM7GH5Z Multiple sclerosis 8A40 Terminated [6]
MMI270 DM38N2K Discovery agent N.A. Investigative [7]
IK-862 DMJA4UE Discovery agent N.A. Investigative [8]
2-(Biphenyl-4-ylsulfonyl)N-hydroxybenzamide DMCNV5J Discovery agent N.A. Investigative [9]
SL422 DM3I2US Discovery agent N.A. Investigative [10]
[2-(Biphenyl-4-sulfonyl)phenyl]acetic Acid DM37C25 Discovery agent N.A. Investigative [9]
N-Hydroxy-2-(4-phenoxy-benzenesulfonyl)benzamide DM4VADN Discovery agent N.A. Investigative [9]
Ro-37-9790 DM83QMZ Discovery agent N.A. Investigative [11]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Prinomastat DM9HOKG Lung cancer 2C25.0 Approved [12]
Marimastat DM6V34C Pancreatic cancer 2C10 Phase 3 [13]
CIPEMASTAT DM803GL Rheumatoid arthritis FA20 Phase 3 [4]
Apratastat DM8W4N9 Rheumatoid arthritis FA20 Phase 2 [14]
PMID29130358-Compound-Figure18(14a) DMHIBTZ N. A. N. A. Patented [15]
PMID29130358-Compound-Figure10(2a) DMFWXPS N. A. N. A. Patented [15]
BMS 275291 DMKSFPE Kaposi sarcoma 2B57 Discontinued in Phase 3 [16]
GM6001 DM7V9CT Corneal ulcer 9A76 Discontinued in Phase 2 [17]
RS-130830 DMOTANY Hepatitis C virus infection 1E51.1 Discontinued in Phase 2 [18]
XL784 DMICR39 Diabetic nephropathy GB61.Z Discontinued in Phase 2 [19]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Curcumin DMQPH29 Solid tumour/cancer 2A00-2F9Z Phase 3 [20]
DP-b99 DM97S10 Stroke 8B20 Phase 3 [21]
GS-5745 DMP8MDW Gastric adenocarcinoma 2B72 Phase 3 [22]
Andecaliximab DMLDB1X Gastric adenocarcinoma 2B72 Phase 3 [23]
BLZ-100 DMFKA4G Glioma 2A00.0 Phase 1/2 [24]
Neovastat DMXTYWJ Non-small-cell lung cancer 2C25.Y Phase 1 [25]
PMID29130358-Compound-Figure18(14a) DMHIBTZ N. A. N. A. Patented [15]
PMID29130358-Compound-Figure17(12) DMML4PA N. A. N. A. Patented [15]
PMID29130358-Compound-Figure17(10) DMVA15O N. A. N. A. Patented [15]
PMID29130358-Compound-SB-3CT DMC64XQ N. A. N. A. Patented [15]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Prinomastat DM9HOKG Lung cancer 2C25.0 Approved [12]
Epigallocatechin gallate DMCGWBJ Hepatic fibrosis DB93.0 Phase 3 [26]
Marimastat DM6V34C Pancreatic cancer 2C10 Phase 3 [13]
Neovastat DMXTYWJ Non-small-cell lung cancer 2C25.Y Phase 1 [25]
Metastat DMTQ4PN Acne vulgaris ED80 Phase 1 [27]
PMID29130358-Compound-Figure18(14a) DMHIBTZ N. A. N. A. Patented [15]
PMID29130358-Compound-Figure10(2a) DMFWXPS N. A. N. A. Patented [15]
PMID29130358-Compound-Figure16(9b) DMPAQLZ N. A. N. A. Patented [15]
PMID29130358-Compound-SB-3CT DMC64XQ N. A. N. A. Patented [15]
PMID29130358-Compound-Figure16(9a) DMKX5R8 N. A. N. A. Patented [15]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Prinomastat DM9HOKG Lung cancer 2C25.0 Approved [12]
Marimastat DM6V34C Pancreatic cancer 2C10 Phase 3 [13]
BMS 275291 DMKSFPE Kaposi sarcoma 2B57 Discontinued in Phase 3 [16]
BB-3644 DM7YRFE Solid tumour/cancer 2A00-2F9Z Terminated [28]
MMI270 DM38N2K Discovery agent N.A. Investigative [29]
IK-862 DMJA4UE Discovery agent N.A. Investigative [8]
SR-973 DMU48OD Discovery agent N.A. Investigative [30]
SL422 DM3I2US Discovery agent N.A. Investigative [10]
3-Benzenesulfonyl-heptanoic acid hydroxyamide DM7XDCF Discovery agent N.A. Investigative [31]
3-Cyclohexanesulfonyl-heptanoic acid hydroxyamide DMJSOTE Discovery agent N.A. Investigative [31]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting Aggrecanase-1 (ADAMTS4)
Drug Name Drug ID Indication ICD 11 Highest Status REF
1607004-34-1 DMM2N4T N. A. N. A. Patented [32]
US9206139, 4 DM3NE8J N. A. N. A. Patented [32]
US9206139, 5 DMB4JS7 N. A. N. A. Patented [32]
MMI270 DM38N2K Discovery agent N.A. Investigative [33]
(R)-2-(biphenyl-4-sulfonylamino)-propionic acid DM16JFS Discovery agent N.A. Investigative [33]
Drug Name Drug ID Indication ICD 11 Highest Status REF
PMID29130358-Compound-Figure10(2a) DMFWXPS N. A. N. A. Patented [15]
GM6001 DM7V9CT Corneal ulcer 9A76 Discontinued in Phase 2 [17]
RS-130830 DMOTANY Hepatitis C virus infection 1E51.1 Discontinued in Phase 2 [18]
PG-530742 DMELXBQ Myocardial infarction BA41-BA43 Discontinued in Phase 2 [34]
Batimastat DM92VRP Idiopathic pulmonary fibrosis CB03.4 Preclinical [35]
BB-1101 DM7GH5Z Multiple sclerosis 8A40 Terminated [36]
L-696418 DMV785R N. A. N. A. Terminated [37]
RO-319790 DML3NEU Rheumatoid arthritis FA20 Terminated [38]
MMI270 DM38N2K Discovery agent N.A. Investigative [27]
IK-862 DMJA4UE Discovery agent N.A. Investigative [8]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting Aggrecanase (ADAMTS5)
Drug Name Drug ID Indication ICD 11 Highest Status REF
AGG-523 DMVMIBY Osteoarthritis FA00-FA05 Phase 1 [39]
PMID21536437C15c DM2R94W Discovery agent N.A. Investigative [40]
CR-5259 DME5IJQ Osteoarthritis FA00-FA05 Investigative [41]

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Aggrecanase (ADAMTS5) TTXSU2Y ATS5_HUMAN Inhibitor [1]
Aggrecanase-1 (ADAMTS4) TTYG6BU ATS4_HUMAN Inhibitor [1]
Matrix metalloproteinase-1 (MMP-1) TTMX39J MMP1_HUMAN Inhibitor [2]
Matrix metalloproteinase-2 (MMP-2) TTLM12X MMP2_HUMAN Inhibitor [2]
Matrix metalloproteinase-3 (MMP-3) TTUZ2L5 MMP3_HUMAN Inhibitor [3]
Matrix metalloproteinase-7 (MMP-7) TTMTWOS MMP7_HUMAN Inhibitor [2]
Matrix metalloproteinase-8 (MMP-8) TTGA1IV MMP8_HUMAN Inhibitor [1]
Matrix metalloproteinase-9 (MMP-9) TT6X50U MMP9_HUMAN Inhibitor [1]

References

1 Design and synthesis of a series of (2R)-N(4)-hydroxy-2-(3-hydroxybenzyl)-N(1)- [(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]butanediamide derivati... J Med Chem. 2001 Oct 11;44(21):3347-50.
2 A potent, selective inhibitor of matrix metalloproteinase-3 for the topical treatment of chronic dermal ulcers. J Med Chem. 2003 Jul 31;46(16):3514-25.
3 Amide surrogates of matrix metalloproteinase inhibitors: Urea and sulfonamide mimics, Bioorg. Med. Chem. Lett. 7(18):2331-2336 (1997).
4 Matrix metalloproteinase inhibition lowers mortality and brain injury in experimental pneumococcal meningitis. Infect Immun. 2014 Apr;82(4):1710-8.
5 Hydroxamate inhibitors of human gelatinase B (92 kDa), Bioorg. Med. Chem. Lett. 5(4):349-352 (1995).
6 New alpha-substituted succinate-based hydroxamic acids as TNFalpha convertase inhibitors. J Med Chem. 1999 Nov 18;42(23):4890-908.
7 Design, synthesis, and biological evaluation of potent thiazine- and thiazepine-based matrix metalloproteinase inhibitors. J Med Chem. 1999 Nov 4;42(22):4547-62.
8 Discovery of gamma-lactam hydroxamic acids as selective inhibitors of tumor necrosis factor alpha converting enzyme: design, synthesis, and structu... J Med Chem. 2002 Nov 7;45(23):4954-7.
9 Design, synthesis, biological evaluation, and NMR studies of a new series of arylsulfones as selective and potent matrix metalloproteinase-12 inhib... J Med Chem. 2009 Oct 22;52(20):6347-61.
10 Design, synthesis, and structure-activity relationships of macrocyclic hydroxamic acids that inhibit tumor necrosis factor alpha release in vitro and in vivo. J Med Chem. 2001 Aug 2;44(16):2636-60.
11 11,21-Bisphenyl-19-norpregnane derivatives are selective antiglucocorticoids, Bioorg. Med. Chem. Lett. 7(17):2299-2302 (1997).
12 AG-3340 (Agouron Pharmaceuticals Inc). IDrugs. 2000 Mar;3(3):336-45.
13 Metalloelastase (MMP-12) induced inflammatory response in mice airways: effects of dexamethasone, rolipram and marimastat. Eur J Pharmacol. 2007 Mar 15;559(1):75-81.
14 Acetylenic TACE inhibitors. Part 3: Thiomorpholine sulfonamide hydroxamates. Bioorg Med Chem Lett. 2006 Mar 15;16(6):1605-9.
15 Gelatinase inhibitors: a patent review (2011-2017).Expert Opin Ther Pat. 2018 Jan;28(1):31-46.
16 Phase 1/2 trial of BMS-275291 in patients with human immunodeficiency virus-related Kaposi sarcoma: a multicenter trial of the AIDS Malignancy Consortium. Cancer. 2008 Mar 1;112(5):1083-8.
17 Introduction of the 4-(4-bromophenyl)benzenesulfonyl group to hydrazide analogs of Ilomastat leads to potent gelatinase B (MMP-9) inhibitors with i... Bioorg Med Chem. 2008 Sep 15;16(18):8745-59.
18 Structure-based design of potent and selective inhibitors of collagenase-3 (MMP-13). Bioorg Med Chem Lett. 2005 Feb 15;15(4):1101-6.
19 Agents in development for the treatment of diabetic nephropathy. Expert Opin Emerg Drugs. 2008 Sep;13(3):447-63.
20 Synthesis and biological evaluation of curcuminoid pyrazoles as new therapeutic agents in inflammatory bowel disease: effect on matrix metalloprote... Bioorg Med Chem. 2009 Feb 1;17(3):1290-6.
21 DP-b99 modulates matrix metalloproteinase activity and neuronal plasticity. PLoS One. 2014 Jun 11;9(6):e99789.
22 National Cancer Institute Drug Dictionary (drug id 747683).
23 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
24 Antibodies and venom peptides: new modalities for ion channels. Nat Rev Drug Discov. 2019 May;18(5):339-357.
25 Neovastat, a naturally occurring multifunctional antiangiogenic drug, in phase III clinical trials. Semin Oncol. 2001 Dec;28(6):620-5.
26 Regioselective synthesis of methylated epigallocatechin gallate via nitrobenzenesulfonyl (Ns) protecting group. Bioorg Med Chem Lett. 2009 Aug 1;19(15):4171-4.
27 Strategies for MMP inhibition in cancer: innovations for the post-trial era. Nat Rev Cancer. 2002 Sep;2(9):657-72.
28 Tumour microenvironment - opinion: validating matrix metalloproteinases as drug targets and anti-targets for cancer therapy. Nat Rev Cancer. 2006 Mar;6(3):227-39.
29 Methotrexate gamma-hydroxamate derivatives as potential dual target antitumor drugs. Bioorg Med Chem. 2007 Feb 1;15(3):1266-74.
30 Synthesis and evaluation of succinoyl-caprolactam gamma-secretase inhibitors. Bioorg Med Chem Lett. 2006 May 1;16(9):2357-63.
31 Hydroxamic acid derivatives as potent peptide deformylase inhibitors and antibacterial agents. J Med Chem. 2000 Jun 15;43(12):2324-31.
32 Aggrecanase inhibitors. US9206139.
33 Synthesis and biological evaluation of biphenylsulfonamide carboxylate aggrecanase-1 inhibitors. Bioorg Med Chem Lett. 2006 Jan 15;16(2):311-6.
34 Selective matrix metalloproteinase inhibition attenuates progression of left ventricular dysfunction and remodeling in dogs with chronic heart fail... Am J Physiol Heart Circ Physiol. 2006 Jun;290(6):H2522-7.
35 Matrix metalloproteinase inhibitor BB-94 (batimastat) inhibits human colon tumor growth and spread in a patient-like orthotopic model in nude mice. Cancer Res. 1994 Sep 1;54(17):4726-8.
36 Broad spectrum matrix metalloproteinase inhibitors: an examination of succinamide hydroxamate inhibitors with P1 C alpha gem-disubstitution. Bioorg Med Chem Lett. 1998 Jun 16;8(12):1443-8.
37 Inhibition of matrix metalloproteinases by N-carboxyalkyl peptides containing extended alkyl residues At P1', Bioorg. Med. Chem. Lett. 5(6):539-542 (1995).
38 The asymmetric synthesis and in vitro characterization of succinyl mercaptoalcohol and mercaptoketone inhibitors of matrix metalloproteinases. Bioorg Med Chem Lett. 1998 May 19;8(10):1163-8.
39 Elevated aggrecanase activity in a rat model of joint injury is attenuated by an aggrecanase specific inhibitor. Osteoarthritis Cartilage. 2011 Mar;19(3):315-23.
40 Orally active achiral N-hydroxyformamide inhibitors of ADAM-TS4 (aggrecanase-1) and ADAM-TS5 (aggrecanase-2) for the treatment of osteoarthritis. Bioorg Med Chem Lett. 2011 Jun 1;21(11):3301-6.
41 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 1677).