NPASS drugs

Drug Information

Drug ID:	NPD4199
Drug Name:	Ecabet
Molecular Formula:	C20H28O5S
Canonical SMILES:	OC(=O)[C@]1(C)CCC[C@]2([C@H]1CCc1c2cc(c(c1)C(C)C)S(=O)(=O)O)C
Standard InCHI:	InChI=1S/C20H28O5S/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25)/t17-,19-,20-/m1/s1
Standard InCHIKey:	IWCWQNVIUXZOMJ-MISYRCLQSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4199

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	172
0.1-0.2	1070
0.2-0.3	2161
0.3-0.4	7284
0.4-0.5	15810
0.5-0.6	4048
0.6-0.7	317
0.7-0.8	25
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8142	NPC133809
Intermediate Similarity	0.8142	NPC128248
Intermediate Similarity	0.8142	NPC136810
Intermediate Similarity	0.7826	NPC225079
Intermediate Similarity	0.7797	NPC94751
Intermediate Similarity	0.7797	NPC142326
Intermediate Similarity	0.7739	NPC221825
Intermediate Similarity	0.7565	NPC226041
Intermediate Similarity	0.7541	NPC95126
Intermediate Similarity	0.7541	NPC475002
Intermediate Similarity	0.7438	NPC21929
Intermediate Similarity	0.7419	NPC93287
Intermediate Similarity	0.7417	NPC471186
Intermediate Similarity	0.7323	NPC212891
Intermediate Similarity	0.7302	NPC221275
Intermediate Similarity	0.7236	NPC475006
Intermediate Similarity	0.7227	NPC264728
Intermediate Similarity	0.7222	NPC471721
Intermediate Similarity	0.7154	NPC202015
Intermediate Similarity	0.7132	NPC45794
Intermediate Similarity	0.713	NPC86987
Intermediate Similarity	0.712	NPC265513
Intermediate Similarity	0.7109	NPC9274
Intermediate Similarity	0.7063	NPC280789
Intermediate Similarity	0.7063	NPC471188
Intermediate Similarity	0.7063	NPC471189
Intermediate Similarity	0.7059	NPC120393
Intermediate Similarity	0.7034	NPC469893
Remote Similarity	0.6992	NPC369
Remote Similarity	0.6992	NPC167323
Remote Similarity	0.6992	NPC293831
Remote Similarity	0.6992	NPC269923
Remote Similarity	0.6983	NPC220596
Remote Similarity	0.6975	NPC469892
Remote Similarity	0.6975	NPC469891
Remote Similarity	0.6975	NPC469890
Remote Similarity	0.697	NPC234337
Remote Similarity	0.697	NPC183339
Remote Similarity	0.697	NPC133389
Remote Similarity	0.6957	NPC298115
Remote Similarity	0.6953	NPC294458
Remote Similarity	0.6949	NPC172925
Remote Similarity	0.6935	NPC244933
Remote Similarity	0.6935	NPC85560
Remote Similarity	0.6923	NPC105141
Remote Similarity	0.6923	NPC242764
Remote Similarity	0.6911	NPC329282
Remote Similarity	0.6899	NPC215419
Remote Similarity	0.6897	NPC86670
Remote Similarity	0.6897	NPC70940
Remote Similarity	0.6897	NPC274455
Remote Similarity	0.6889	NPC85511
Remote Similarity	0.6875	NPC470253
Remote Similarity	0.6866	NPC249340
Remote Similarity	0.6866	NPC162935
Remote Similarity	0.6838	NPC125226
Remote Similarity	0.6829	NPC247976
Remote Similarity	0.6818	NPC254233
Remote Similarity	0.68	NPC37914
Remote Similarity	0.68	NPC100767
Remote Similarity	0.6797	NPC66208
Remote Similarity	0.6767	NPC42657
Remote Similarity	0.6765	NPC328107
Remote Similarity	0.6744	NPC143768
Remote Similarity	0.6744	NPC477475
Remote Similarity	0.6744	NPC477476
Remote Similarity	0.6739	NPC253681
Remote Similarity	0.6726	NPC44830
Remote Similarity	0.6724	NPC329064
Remote Similarity	0.6694	NPC329556
Remote Similarity	0.6694	NPC324602
Remote Similarity	0.6691	NPC115797
Remote Similarity	0.6691	NPC51448
Remote Similarity	0.6667	NPC218855
Remote Similarity	0.6667	NPC241001
Remote Similarity	0.6667	NPC267704
Remote Similarity	0.6667	NPC21216
Remote Similarity	0.6642	NPC476645
Remote Similarity	0.6641	NPC186933
Remote Similarity	0.664	NPC472222
Remote Similarity	0.664	NPC472221
Remote Similarity	0.6638	NPC322387
Remote Similarity	0.6617	NPC323440
Remote Similarity	0.6617	NPC222968
Remote Similarity	0.6617	NPC80605
Remote Similarity	0.6612	NPC185208
Remote Similarity	0.6612	NPC219573
Remote Similarity	0.6569	NPC121168
Remote Similarity	0.6569	NPC182333
Remote Similarity	0.6569	NPC273336
Remote Similarity	0.6565	NPC234637
Remote Similarity	0.6565	NPC130591
Remote Similarity	0.6562	NPC318327
Remote Similarity	0.656	NPC19856
Remote Similarity	0.6557	NPC477767
Remote Similarity	0.6557	NPC239185
Remote Similarity	0.6557	NPC265220
Remote Similarity	0.6547	NPC100402
Remote Similarity	0.6547	NPC9180
Remote Similarity	0.6541	NPC469843
Remote Similarity	0.6541	NPC158157
Remote Similarity	0.6538	NPC292834
Remote Similarity	0.6532	NPC476993
Remote Similarity	0.6522	NPC307139
Remote Similarity	0.6522	NPC318067
Remote Similarity	0.6522	NPC77691
Remote Similarity	0.6504	NPC134882
Remote Similarity	0.65	NPC323420
Remote Similarity	0.6489	NPC471481
Remote Similarity	0.6484	NPC112903
Remote Similarity	0.6471	NPC478121
Remote Similarity	0.6471	NPC26224
Remote Similarity	0.6462	NPC133308
Remote Similarity	0.646	NPC127343
Remote Similarity	0.6449	NPC11250
Remote Similarity	0.6444	NPC318173
Remote Similarity	0.6444	NPC472697
Remote Similarity	0.6444	NPC472698
Remote Similarity	0.6423	NPC32322
Remote Similarity	0.6423	NPC259703
Remote Similarity	0.6423	NPC164852
Remote Similarity	0.6412	NPC186128
Remote Similarity	0.6406	NPC83409
Remote Similarity	0.6406	NPC185763
Remote Similarity	0.6403	NPC12881
Remote Similarity	0.6403	NPC473938
Remote Similarity	0.6403	NPC471187
Remote Similarity	0.6403	NPC140118
Remote Similarity	0.64	NPC469481
Remote Similarity	0.64	NPC109514
Remote Similarity	0.6391	NPC93181
Remote Similarity	0.6391	NPC217111
Remote Similarity	0.6383	NPC190849
Remote Similarity	0.6383	NPC5486
Remote Similarity	0.6383	NPC171007
Remote Similarity	0.6378	NPC56168
Remote Similarity	0.6377	NPC154696
Remote Similarity	0.6371	NPC75724
Remote Similarity	0.6371	NPC271475
Remote Similarity	0.637	NPC293454
Remote Similarity	0.637	NPC152812
Remote Similarity	0.6364	NPC131684
Remote Similarity	0.6364	NPC306977
Remote Similarity	0.6364	NPC242957
Remote Similarity	0.6364	NPC206414
Remote Similarity	0.6364	NPC287055
Remote Similarity	0.6357	NPC472979
Remote Similarity	0.6357	NPC249811
Remote Similarity	0.6357	NPC27252
Remote Similarity	0.6357	NPC181334
Remote Similarity	0.635	NPC472680
Remote Similarity	0.635	NPC472679
Remote Similarity	0.635	NPC190501
Remote Similarity	0.635	NPC318552
Remote Similarity	0.6349	NPC475978
Remote Similarity	0.6349	NPC474820
Remote Similarity	0.6349	NPC304873
Remote Similarity	0.6345	NPC159811
Remote Similarity	0.6336	NPC474057
Remote Similarity	0.6331	NPC176208
Remote Similarity	0.6328	NPC243601
Remote Similarity	0.6328	NPC105899
Remote Similarity	0.6324	NPC328694
Remote Similarity	0.632	NPC54647
Remote Similarity	0.632	NPC7435
Remote Similarity	0.6316	NPC326664
Remote Similarity	0.6312	NPC275576
Remote Similarity	0.6312	NPC137750
Remote Similarity	0.6312	NPC470765
Remote Similarity	0.6312	NPC137416
Remote Similarity	0.6312	NPC470816
Remote Similarity	0.6308	NPC470252
Remote Similarity	0.6308	NPC149455
Remote Similarity	0.6308	NPC64642
Remote Similarity	0.6308	NPC472982
Remote Similarity	0.6304	NPC476234
Remote Similarity	0.6304	NPC472981
Remote Similarity	0.6301	NPC49742
Remote Similarity	0.6299	NPC255676
Remote Similarity	0.6293	NPC285773
Remote Similarity	0.6286	NPC275145
Remote Similarity	0.6284	NPC472308
Remote Similarity	0.6277	NPC204784
Remote Similarity	0.6276	NPC243305
Remote Similarity	0.6276	NPC258073
Remote Similarity	0.627	NPC94487
Remote Similarity	0.6269	NPC476357
Remote Similarity	0.6268	NPC470753
Remote Similarity	0.6268	NPC473220
Remote Similarity	0.6268	NPC169913
Remote Similarity	0.626	NPC260233
Remote Similarity	0.6259	NPC213122
Remote Similarity	0.6259	NPC27394
Remote Similarity	0.6259	NPC18785
Remote Similarity	0.6259	NPC253627
Remote Similarity	0.625	NPC475138
Remote Similarity	0.6241	NPC295664
Remote Similarity	0.6241	NPC469547
Remote Similarity	0.624	NPC49994
Remote Similarity	0.6231	NPC472980

Drug Structure

NPD4199 OpenBabel08211704332D 28 30 0 0 1 0 0 0 0 0999 V2000 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3660 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.3660 -2.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.2321 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3660 -1.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 -0.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 13 1 0 0 0 0 7 17 1 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 15 19 1 0 0 0 0 16 26 1 0 0 0 0 17 19 1 1 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 3 1 1 0 0 0 20 4 1 1 0 0 0 22 27 1 0 0 0 0 23 26 1 0 0 0 0 23 28 1 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001435
DrugBank	DB05265
ChEMBL	CHEMBL2104585
IUPHAR/BPS
PharmaGKB	PA165958350
KEGG Drug	D07885
PubChem CID	65781
ChEBI	135593
CAS Number	33159-27-2

Drug Properties

Molecular Weight	380.17
ALogP	0.3599
MLogP	3
XLogP	4.899
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	100.05
RO5 Violation	0