NPASS drugs

Drug Information

Drug ID:	NPD5176
Drug Name:	Rosuvastatin
Molecular Formula:	C22H28FN3O6S
Canonical SMILES:	O[C@@H](C[C@H](CC(=O)O)O)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C
Standard InCHI:	InChI=1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1
Standard InCHIKey:	BPRHUIZQVSMCRT-VEUZHWNKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5176

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	181
0.1-0.2	1102
0.2-0.3	5675
0.3-0.4	15742
0.4-0.5	5861
0.5-0.6	2151
0.6-0.7	177
0.7-0.8	1
0.8-0.85	0
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	0.7214	NPC102008
Remote Similarity	0.6927	NPC476688
Remote Similarity	0.6927	NPC105758
Remote Similarity	0.6927	NPC476686
Remote Similarity	0.6878	NPC224632
Remote Similarity	0.6823	NPC278874
Remote Similarity	0.6788	NPC164664
Remote Similarity	0.6784	NPC285923
Remote Similarity	0.6718	NPC208060
Remote Similarity	0.67	NPC470003
Remote Similarity	0.6683	NPC144114
Remote Similarity	0.6683	NPC477891
Remote Similarity	0.6601	NPC472323
Remote Similarity	0.6569	NPC175474
Remote Similarity	0.654	NPC54537
Remote Similarity	0.652	NPC254762
Remote Similarity	0.6488	NPC230805
Remote Similarity	0.6468	NPC15840
Remote Similarity	0.6425	NPC129909
Remote Similarity	0.6415	NPC49196
Remote Similarity	0.6415	NPC79129
Remote Similarity	0.6415	NPC249150
Remote Similarity	0.6415	NPC313985
Remote Similarity	0.6415	NPC81654
Remote Similarity	0.6415	NPC195461
Remote Similarity	0.6408	NPC472289
Remote Similarity	0.6402	NPC476115
Remote Similarity	0.6398	NPC50503
Remote Similarity	0.6372	NPC314648
Remote Similarity	0.6368	NPC14325
Remote Similarity	0.6368	NPC326575
Remote Similarity	0.6368	NPC28848
Remote Similarity	0.6368	NPC241024
Remote Similarity	0.6368	NPC192674
Remote Similarity	0.6355	NPC113626
Remote Similarity	0.6332	NPC116622
Remote Similarity	0.6329	NPC61435
Remote Similarity	0.6321	NPC52557
Remote Similarity	0.6316	NPC55493
Remote Similarity	0.6313	NPC474905
Remote Similarity	0.6301	NPC314834
Remote Similarity	0.6279	NPC328596
Remote Similarity	0.6279	NPC328318
Remote Similarity	0.6267	NPC314855
Remote Similarity	0.6267	NPC315638
Remote Similarity	0.6267	NPC313345
Remote Similarity	0.6267	NPC18661
Remote Similarity	0.6267	NPC313796
Remote Similarity	0.6262	NPC312870
Remote Similarity	0.6262	NPC199851
Remote Similarity	0.6262	NPC294909
Remote Similarity	0.6262	NPC476341
Remote Similarity	0.6262	NPC254240
Remote Similarity	0.6262	NPC128265
Remote Similarity	0.6262	NPC79062
Remote Similarity	0.6262	NPC472107
Remote Similarity	0.6239	NPC315545
Remote Similarity	0.6239	NPC314297
Remote Similarity	0.6239	NPC243850
Remote Similarity	0.6238	NPC472122
Remote Similarity	0.6238	NPC24594
Remote Similarity	0.6233	NPC62995
Remote Similarity	0.6233	NPC476114
Remote Similarity	0.6232	NPC90415
Remote Similarity	0.6232	NPC311858
Remote Similarity	0.6224	NPC322644
Remote Similarity	0.6222	NPC48317
Remote Similarity	0.6219	NPC191310
Remote Similarity	0.6216	NPC317752
Remote Similarity	0.6214	NPC320394
Remote Similarity	0.6214	NPC207851
Remote Similarity	0.619	NPC472097
Remote Similarity	0.6188	NPC469938
Remote Similarity	0.6184	NPC64216
Remote Similarity	0.6182	NPC477548
Remote Similarity	0.6179	NPC85066
Remote Similarity	0.6179	NPC181502
Remote Similarity	0.6178	NPC82070
Remote Similarity	0.6171	NPC318299
Remote Similarity	0.6167	NPC473317
Remote Similarity	0.6165	NPC472104
Remote Similarity	0.6158	NPC203754
Remote Similarity	0.6158	NPC84347
Remote Similarity	0.6158	NPC150048
Remote Similarity	0.6154	NPC478077
Remote Similarity	0.6154	NPC234999
Remote Similarity	0.615	NPC52254
Remote Similarity	0.6146	NPC187827
Remote Similarity	0.6146	NPC472105
Remote Similarity	0.6143	NPC54744
Remote Similarity	0.614	NPC280714
Remote Similarity	0.6138	NPC314186
Remote Similarity	0.6135	NPC472119
Remote Similarity	0.6129	NPC476874
Remote Similarity	0.6127	NPC234987
Remote Similarity	0.612	NPC256893
Remote Similarity	0.6119	NPC317373
Remote Similarity	0.6119	NPC238457
Remote Similarity	0.6111	NPC214428
Remote Similarity	0.6108	NPC189812
Remote Similarity	0.6108	NPC329688
Remote Similarity	0.6103	NPC470507
Remote Similarity	0.6101	NPC98715
Remote Similarity	0.6099	NPC471603
Remote Similarity	0.6098	NPC219336
Remote Similarity	0.6098	NPC213468
Remote Similarity	0.6095	NPC102338
Remote Similarity	0.6095	NPC183805
Remote Similarity	0.6095	NPC196251
Remote Similarity	0.6095	NPC111602
Remote Similarity	0.6095	NPC63199
Remote Similarity	0.6093	NPC149708
Remote Similarity	0.6091	NPC46225
Remote Similarity	0.6091	NPC225821
Remote Similarity	0.6089	NPC6982
Remote Similarity	0.6089	NPC158129
Remote Similarity	0.6087	NPC139291
Remote Similarity	0.6087	NPC472108
Remote Similarity	0.6087	NPC125597
Remote Similarity	0.6087	NPC472109
Remote Similarity	0.6087	NPC472110
Remote Similarity	0.6087	NPC243058
Remote Similarity	0.6087	NPC143533
Remote Similarity	0.6079	NPC250178
Remote Similarity	0.6078	NPC33949
Remote Similarity	0.6077	NPC194040
Remote Similarity	0.6075	NPC245916
Remote Similarity	0.6073	NPC327592
Remote Similarity	0.6067	NPC295452
Remote Similarity	0.6067	NPC171393
Remote Similarity	0.6066	NPC206967
Remote Similarity	0.6065	NPC160127
Remote Similarity	0.6065	NPC50997
Remote Similarity	0.6063	NPC258062
Remote Similarity	0.6063	NPC127677
Remote Similarity	0.6059	NPC34508
Remote Similarity	0.6058	NPC203635
Remote Similarity	0.6058	NPC258480
Remote Similarity	0.6054	NPC320968
Remote Similarity	0.6049	NPC217372
Remote Similarity	0.6049	NPC15573
Remote Similarity	0.6049	NPC183662
Remote Similarity	0.6045	NPC277350
Remote Similarity	0.6044	NPC313640
Remote Similarity	0.6043	NPC475271
Remote Similarity	0.6042	NPC161292
Remote Similarity	0.6039	NPC71037
Remote Similarity	0.6038	NPC117244
Remote Similarity	0.6038	NPC473763
Remote Similarity	0.6035	NPC281049
Remote Similarity	0.6034	NPC244536
Remote Similarity	0.6029	NPC303225
Remote Similarity	0.6028	NPC474121
Remote Similarity	0.6028	NPC19692
Remote Similarity	0.6028	NPC57994
Remote Similarity	0.6028	NPC220151
Remote Similarity	0.6028	NPC289299
Remote Similarity	0.6027	NPC475778
Remote Similarity	0.6027	NPC317572
Remote Similarity	0.6019	NPC270009
Remote Similarity	0.6019	NPC255909
Remote Similarity	0.6019	NPC472443
Remote Similarity	0.6018	NPC177996
Remote Similarity	0.6018	NPC193238
Remote Similarity	0.6018	NPC147983
Remote Similarity	0.601	NPC159125
Remote Similarity	0.6009	NPC300183
Remote Similarity	0.6009	NPC469308
Remote Similarity	0.6	NPC474192
Remote Similarity	0.6	NPC316181
Remote Similarity	0.6	NPC151781
Remote Similarity	0.6	NPC229348
Remote Similarity	0.6	NPC74562
Remote Similarity	0.6	NPC89987
Remote Similarity	0.6	NPC473376
Remote Similarity	0.6	NPC475720
Remote Similarity	0.6	NPC235684
Remote Similarity	0.6	NPC66210
Remote Similarity	0.5991	NPC329858
Remote Similarity	0.5991	NPC314333
Remote Similarity	0.599	NPC469896
Remote Similarity	0.5989	NPC278451
Remote Similarity	0.5982	NPC162730
Remote Similarity	0.5982	NPC474116
Remote Similarity	0.5981	NPC472295
Remote Similarity	0.5981	NPC472210
Remote Similarity	0.5981	NPC269886
Remote Similarity	0.5981	NPC45850
Remote Similarity	0.5981	NPC247735
Remote Similarity	0.5981	NPC81802
Remote Similarity	0.598	NPC477976
Remote Similarity	0.5979	NPC314440
Remote Similarity	0.5979	NPC118135
Remote Similarity	0.5975	NPC473105
Remote Similarity	0.5971	NPC293472
Remote Similarity	0.5971	NPC157583
Remote Similarity	0.5965	NPC314270
Remote Similarity	0.5964	NPC469743
Remote Similarity	0.5964	NPC271862
Remote Similarity	0.5957	NPC2395

Drug Structure

NPD5176 OpenBabel08211706322D 36 37 0 0 1 0 0 0 0 0999 V2000 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 7.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 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 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 26 1 0 0 0 0 4 33 1 0 0 0 0 5 7 1 0 0 0 0 5 14 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 9 1 1 0 0 0 16 27 1 0 0 0 0 17 11 1 1 0 0 0 17 28 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 19 29 2 0 0 0 0 19 30 1 0 0 0 0 20 24 1 0 0 0 0 21 25 2 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 0 0 0 0 30 36 1 0 0 0 0 31 33 2 0 0 0 0 32 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000555
DrugBank	DB01098
ChEMBL	CHEMBL1496
IUPHAR/BPS	2954
PharmaGKB	PA134308647
KEGG Drug	D01915
PubChem CID	446157
ChEBI	38545
CAS Number	287714-41-4

Drug Properties

Molecular Weight	481.17
ALogP	-0.7259
MLogP	2.67
XLogP	2.692
HDA	9
HBD	3
Rotatable Bonds	18
TPSA	149.3
RO5 Violation	0