NPASS drugs

Drug Information

Drug ID:	NPD6376
Drug Name:	SB-219825
Molecular Formula:	C25H35N3O2
Canonical SMILES:	CCN1CC[C@]2([C@H](C1)Cc1c(C2)[nH]c(c1C)C(=O)N(CC)CC)c1cccc(c1)O
Standard InCHI:	InChI=1S/C25H35N3O2/c1-5-27-12-11-25(18-9-8-10-20(29)13-18)15-22-21(14-19(25)16-27)17(4)23(26-22)24(30)28(6-2)7-3/h8-10,13,19,26,29H,5-7,11-12,14-16H2,1-4H3/t19-,25+/m0/s1
Standard InCHIKey:	LCXJNOQXEGZLDX-UQBPGWFLSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6376

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	313
0.1-0.2	1359
0.2-0.3	5638
0.3-0.4	7319
0.4-0.5	11560
0.5-0.6	2904
0.6-0.7	1555
0.7-0.8	240
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8535	NPC270918
Intermediate Similarity	0.8293	NPC322064
Intermediate Similarity	0.7943	NPC469928
Intermediate Similarity	0.7915	NPC269270
Intermediate Similarity	0.7913	NPC61038
Intermediate Similarity	0.7885	NPC110182
Intermediate Similarity	0.7877	NPC14686
Intermediate Similarity	0.7854	NPC175602
Intermediate Similarity	0.7843	NPC476098
Intermediate Similarity	0.7833	NPC471944
Intermediate Similarity	0.7773	NPC330009
Intermediate Similarity	0.7766	NPC206186
Intermediate Similarity	0.7762	NPC207866
Intermediate Similarity	0.7751	NPC9894
Intermediate Similarity	0.7723	NPC74153
Intermediate Similarity	0.771	NPC323969
Intermediate Similarity	0.7653	NPC27041
Intermediate Similarity	0.7635	NPC473814
Intermediate Similarity	0.7635	NPC78767
Intermediate Similarity	0.7626	NPC194740
Intermediate Similarity	0.7578	NPC477549
Intermediate Similarity	0.7574	NPC45850
Intermediate Similarity	0.7574	NPC473821
Intermediate Similarity	0.757	NPC293151
Intermediate Similarity	0.7558	NPC220851
Intermediate Similarity	0.7537	NPC93390
Intermediate Similarity	0.75	NPC244543
Intermediate Similarity	0.75	NPC478078
Intermediate Similarity	0.7488	NPC305984
Intermediate Similarity	0.7487	NPC71132
Intermediate Similarity	0.7487	NPC133003
Intermediate Similarity	0.7478	NPC475816
Intermediate Similarity	0.7476	NPC283117
Intermediate Similarity	0.7476	NPC53344
Intermediate Similarity	0.7467	NPC184225
Intermediate Similarity	0.7466	NPC311906
Intermediate Similarity	0.7463	NPC183805
Intermediate Similarity	0.7454	NPC96321
Intermediate Similarity	0.7444	NPC207686
Intermediate Similarity	0.744	NPC249040
Intermediate Similarity	0.7431	NPC474896
Intermediate Similarity	0.7421	NPC157931
Intermediate Similarity	0.7418	NPC23294
Intermediate Similarity	0.7404	NPC300183
Intermediate Similarity	0.7397	NPC31097
Intermediate Similarity	0.7385	NPC471294
Intermediate Similarity	0.7385	NPC272174
Intermediate Similarity	0.7379	NPC141454
Intermediate Similarity	0.7376	NPC319232
Intermediate Similarity	0.7376	NPC214142
Intermediate Similarity	0.7376	NPC24370
Intermediate Similarity	0.7373	NPC303658
Intermediate Similarity	0.7371	NPC303951
Intermediate Similarity	0.7371	NPC471304
Intermediate Similarity	0.7366	NPC276517
Intermediate Similarity	0.7366	NPC132329
Intermediate Similarity	0.7364	NPC51388
Intermediate Similarity	0.7358	NPC39679
Intermediate Similarity	0.7357	NPC131486
Intermediate Similarity	0.7354	NPC326363
Intermediate Similarity	0.7343	NPC306376
Intermediate Similarity	0.7342	NPC304307
Intermediate Similarity	0.7342	NPC257851
Intermediate Similarity	0.7342	NPC124920
Intermediate Similarity	0.7342	NPC261251
Intermediate Similarity	0.7342	NPC34580
Intermediate Similarity	0.7342	NPC118559
Intermediate Similarity	0.734	NPC324091
Intermediate Similarity	0.7336	NPC220337
Intermediate Similarity	0.7336	NPC294375
Intermediate Similarity	0.7333	NPC134848
Intermediate Similarity	0.7315	NPC118228
Intermediate Similarity	0.7309	NPC100547
Intermediate Similarity	0.7308	NPC189079
Intermediate Similarity	0.7306	NPC276657
Intermediate Similarity	0.7296	NPC259545
Intermediate Similarity	0.7294	NPC473041
Intermediate Similarity	0.7289	NPC475720
Intermediate Similarity	0.7289	NPC474192
Intermediate Similarity	0.7286	NPC271792
Intermediate Similarity	0.7281	NPC41679
Intermediate Similarity	0.7277	NPC95240
Intermediate Similarity	0.7277	NPC86834
Intermediate Similarity	0.7277	NPC223409
Intermediate Similarity	0.7277	NPC322135
Intermediate Similarity	0.7277	NPC210828
Intermediate Similarity	0.7273	NPC213308
Intermediate Similarity	0.7273	NPC315491
Intermediate Similarity	0.7273	NPC45459
Intermediate Similarity	0.7265	NPC181081
Intermediate Similarity	0.7265	NPC133609
Intermediate Similarity	0.726	NPC477044
Intermediate Similarity	0.726	NPC288987
Intermediate Similarity	0.726	NPC477041
Intermediate Similarity	0.7257	NPC284888
Intermediate Similarity	0.7255	NPC106833
Intermediate Similarity	0.7255	NPC469497
Intermediate Similarity	0.7254	NPC159319
Intermediate Similarity	0.7251	NPC165599
Intermediate Similarity	0.7244	NPC474701
Intermediate Similarity	0.7244	NPC14288
Intermediate Similarity	0.7243	NPC476116
Intermediate Similarity	0.724	NPC478141
Intermediate Similarity	0.7237	NPC15801
Intermediate Similarity	0.7236	NPC67659
Intermediate Similarity	0.7236	NPC232340
Intermediate Similarity	0.7235	NPC477979
Intermediate Similarity	0.7232	NPC471762
Intermediate Similarity	0.723	NPC321428
Intermediate Similarity	0.7225	NPC477045
Intermediate Similarity	0.7225	NPC325976
Intermediate Similarity	0.7217	NPC477043
Intermediate Similarity	0.7217	NPC475070
Intermediate Similarity	0.7215	NPC264285
Intermediate Similarity	0.7212	NPC477516
Intermediate Similarity	0.7212	NPC279189
Intermediate Similarity	0.7212	NPC200553
Intermediate Similarity	0.7212	NPC54803
Intermediate Similarity	0.7212	NPC321592
Intermediate Similarity	0.7208	NPC161861
Intermediate Similarity	0.7206	NPC246700
Intermediate Similarity	0.7206	NPC128751
Intermediate Similarity	0.7205	NPC470784
Intermediate Similarity	0.7205	NPC82472
Intermediate Similarity	0.7198	NPC160898
Intermediate Similarity	0.7189	NPC31700
Intermediate Similarity	0.7183	NPC300156
Intermediate Similarity	0.7183	NPC45190
Intermediate Similarity	0.7181	NPC323752
Intermediate Similarity	0.7181	NPC323198
Intermediate Similarity	0.7176	NPC87413
Intermediate Similarity	0.7171	NPC329858
Intermediate Similarity	0.7165	NPC32028
Intermediate Similarity	0.7162	NPC184680
Intermediate Similarity	0.715	NPC88363
Intermediate Similarity	0.715	NPC81802
Intermediate Similarity	0.715	NPC472295
Intermediate Similarity	0.715	NPC247735
Intermediate Similarity	0.715	NPC269886
Intermediate Similarity	0.715	NPC472210
Intermediate Similarity	0.7149	NPC245055
Intermediate Similarity	0.7149	NPC150239
Intermediate Similarity	0.7149	NPC33064
Intermediate Similarity	0.7149	NPC97902
Intermediate Similarity	0.7143	NPC241025
Intermediate Similarity	0.7136	NPC184408
Intermediate Similarity	0.713	NPC234999
Intermediate Similarity	0.713	NPC470785
Intermediate Similarity	0.713	NPC124086
Intermediate Similarity	0.7129	NPC19679
Intermediate Similarity	0.7129	NPC470205
Intermediate Similarity	0.7123	NPC152768
Intermediate Similarity	0.7123	NPC3207
Intermediate Similarity	0.7123	NPC148183
Intermediate Similarity	0.7123	NPC162730
Intermediate Similarity	0.7122	NPC221873
Intermediate Similarity	0.7118	NPC272549
Intermediate Similarity	0.7118	NPC162002
Intermediate Similarity	0.7117	NPC280799
Intermediate Similarity	0.7116	NPC171787
Intermediate Similarity	0.7114	NPC91179
Intermediate Similarity	0.7113	NPC47298
Intermediate Similarity	0.7113	NPC315214
Intermediate Similarity	0.7112	NPC473312
Intermediate Similarity	0.7111	NPC470126
Intermediate Similarity	0.711	NPC316181
Intermediate Similarity	0.711	NPC151781
Intermediate Similarity	0.711	NPC74562
Intermediate Similarity	0.7109	NPC49196
Intermediate Similarity	0.7109	NPC79129
Intermediate Similarity	0.7109	NPC81654
Intermediate Similarity	0.7109	NPC249150
Intermediate Similarity	0.7109	NPC195461
Intermediate Similarity	0.7109	NPC313985
Intermediate Similarity	0.7108	NPC94752
Intermediate Similarity	0.7108	NPC171171
Intermediate Similarity	0.7104	NPC313804
Intermediate Similarity	0.7104	NPC48317
Intermediate Similarity	0.7104	NPC315804
Intermediate Similarity	0.7101	NPC47190
Intermediate Similarity	0.7101	NPC99666
Intermediate Similarity	0.7101	NPC324149
Intermediate Similarity	0.7095	NPC472284
Intermediate Similarity	0.7095	NPC50503
Intermediate Similarity	0.7091	NPC246658
Intermediate Similarity	0.708	NPC66777
Intermediate Similarity	0.708	NPC274640
Intermediate Similarity	0.708	NPC253580
Intermediate Similarity	0.7078	NPC50562
Intermediate Similarity	0.7074	NPC182222
Intermediate Similarity	0.7074	NPC174489
Intermediate Similarity	0.7072	NPC472099
Intermediate Similarity	0.7072	NPC225279
Intermediate Similarity	0.7071	NPC6982
Intermediate Similarity	0.707	NPC244741
Intermediate Similarity	0.7065	NPC219336
Intermediate Similarity	0.7064	NPC475778
Intermediate Similarity	0.7064	NPC219087
Intermediate Similarity	0.7061	NPC473186
Intermediate Similarity	0.7059	NPC247803

Drug Structure

NPD6376 OpenBabel08211709092D 32 35 0 0 1 0 0 0 0 0999 V2000 1.9400 5.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 -2.7026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 5.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 -1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 0.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 1.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 2.9781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6720 1.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 4.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 -0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 2.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 1.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 17 1 0 0 0 0 5 27 1 0 0 0 0 6 28 1 0 0 0 0 7 28 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 18 1 0 0 0 0 10 20 2 0 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 27 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 16 27 1 0 0 0 0 17 21 1 0 0 0 0 17 23 2 0 0 0 0 19 25 1 1 0 0 0 20 29 1 0 0 0 0 21 22 2 0 0 0 0 22 26 1 0 0 0 0 23 24 1 0 0 0 0 23 26 1 0 0 0 0 24 28 1 0 0 0 0 24 30 2 0 0 0 0 25 18 1 1 0 0 0 26 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007442
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.27
ALogP	0.4431
MLogP	3.66
XLogP	3.989
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	59.57
RO5 Violation	0