NPASS drugs

Drug Information

Drug ID:	NPD3950
Drug Name:	BCH-2051
Molecular Formula:	C20H22N2O5
Canonical SMILES:	COC1OC(=CC2=C1C(=O)c1c(C2=O)cccc1)C(=O)NCCCN(C)C
Standard InCHI:	InChI=1S/C20H22N2O5/c1-22(2)10-6-9-21-19(25)15-11-14-16(20(26-3)27-15)18(24)13-8-5-4-7-12(13)17(14)23/h4-5,7-8,11,20H,6,9-10H2,1-3H3,(H,21,25)
Standard InCHIKey:	PFPVQJAKWPMYDX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3950

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	131
0.1-0.2	830
0.2-0.3	2436
0.3-0.4	7147
0.4-0.5	11974
0.5-0.6	8122
0.6-0.7	248
0.7-0.8	2
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	0.75	NPC246412
Intermediate Similarity	0.7315	NPC179224
Remote Similarity	0.695	NPC291799
Remote Similarity	0.6857	NPC470391
Remote Similarity	0.68	NPC65627
Remote Similarity	0.6759	NPC470764
Remote Similarity	0.6757	NPC204784
Remote Similarity	0.6713	NPC137315
Remote Similarity	0.6711	NPC472165
Remote Similarity	0.6667	NPC236405
Remote Similarity	0.6644	NPC474408
Remote Similarity	0.6601	NPC295664
Remote Similarity	0.6573	NPC192577
Remote Similarity	0.6562	NPC77992
Remote Similarity	0.6558	NPC136453
Remote Similarity	0.6531	NPC228936
Remote Similarity	0.6519	NPC475569
Remote Similarity	0.6516	NPC105114
Remote Similarity	0.6516	NPC89923
Remote Similarity	0.6516	NPC152850
Remote Similarity	0.6516	NPC239990
Remote Similarity	0.6516	NPC71933
Remote Similarity	0.6497	NPC471832
Remote Similarity	0.649	NPC476225
Remote Similarity	0.6481	NPC301341
Remote Similarity	0.6474	NPC103605
Remote Similarity	0.6474	NPC81092
Remote Similarity	0.6463	NPC196075
Remote Similarity	0.6463	NPC241851
Remote Similarity	0.6463	NPC326664
Remote Similarity	0.6456	NPC469519
Remote Similarity	0.6429	NPC112552
Remote Similarity	0.6419	NPC474095
Remote Similarity	0.6419	NPC210092
Remote Similarity	0.641	NPC81135
Remote Similarity	0.64	NPC61651
Remote Similarity	0.6395	NPC13784
Remote Similarity	0.6392	NPC157311
Remote Similarity	0.6389	NPC203732
Remote Similarity	0.638	NPC284184
Remote Similarity	0.6376	NPC135730
Remote Similarity	0.637	NPC474157
Remote Similarity	0.6353	NPC219560
Remote Similarity	0.6352	NPC44805
Remote Similarity	0.6352	NPC8761
Remote Similarity	0.6351	NPC67377
Remote Similarity	0.6346	NPC470818
Remote Similarity	0.6345	NPC40178
Remote Similarity	0.634	NPC144547
Remote Similarity	0.6333	NPC472894
Remote Similarity	0.6327	NPC212415
Remote Similarity	0.6323	NPC318067
Remote Similarity	0.6323	NPC328107
Remote Similarity	0.6323	NPC51079
Remote Similarity	0.6322	NPC73644
Remote Similarity	0.6319	NPC232996
Remote Similarity	0.6316	NPC228906
Remote Similarity	0.6316	NPC471348
Remote Similarity	0.6316	NPC469416
Remote Similarity	0.6286	NPC145052
Remote Similarity	0.6276	NPC47536
Remote Similarity	0.6275	NPC473243
Remote Similarity	0.6275	NPC77000
Remote Similarity	0.6275	NPC988
Remote Similarity	0.6275	NPC105709
Remote Similarity	0.6275	NPC232958
Remote Similarity	0.6275	NPC238861
Remote Similarity	0.6275	NPC289432
Remote Similarity	0.6273	NPC266425
Remote Similarity	0.6273	NPC476644
Remote Similarity	0.6267	NPC260886
Remote Similarity	0.6267	NPC149691
Remote Similarity	0.6267	NPC62138
Remote Similarity	0.6266	NPC213969
Remote Similarity	0.6266	NPC165726
Remote Similarity	0.625	NPC475478
Remote Similarity	0.625	NPC209632
Remote Similarity	0.625	NPC318173
Remote Similarity	0.6242	NPC476599
Remote Similarity	0.6242	NPC477411
Remote Similarity	0.6233	NPC17417
Remote Similarity	0.6233	NPC10251
Remote Similarity	0.6218	NPC325740
Remote Similarity	0.6218	NPC473881
Remote Similarity	0.6216	NPC292834
Remote Similarity	0.6214	NPC103048
Remote Similarity	0.6209	NPC4669
Remote Similarity	0.6207	NPC100767
Remote Similarity	0.6205	NPC295339
Remote Similarity	0.6205	NPC477408
Remote Similarity	0.62	NPC472164
Remote Similarity	0.6198	NPC36607
Remote Similarity	0.6196	NPC473399
Remote Similarity	0.6196	NPC473216
Remote Similarity	0.6194	NPC26285
Remote Similarity	0.619	NPC214067
Remote Similarity	0.619	NPC196246
Remote Similarity	0.619	NPC93084
Remote Similarity	0.619	NPC251854
Remote Similarity	0.6188	NPC27712
Remote Similarity	0.6188	NPC126458
Remote Similarity	0.6184	NPC80605
Remote Similarity	0.6184	NPC268930
Remote Similarity	0.6184	NPC152812
Remote Similarity	0.6184	NPC222968
Remote Similarity	0.6184	NPC323440
Remote Similarity	0.6181	NPC329282
Remote Similarity	0.6181	NPC114594
Remote Similarity	0.6178	NPC472693
Remote Similarity	0.6178	NPC472694
Remote Similarity	0.6176	NPC475923
Remote Similarity	0.6174	NPC272524
Remote Similarity	0.6174	NPC161611
Remote Similarity	0.6174	NPC469547
Remote Similarity	0.6169	NPC475827
Remote Similarity	0.6169	NPC474223
Remote Similarity	0.6164	NPC56493
Remote Similarity	0.6162	NPC149285
Remote Similarity	0.6159	NPC226093
Remote Similarity	0.6159	NPC281104
Remote Similarity	0.6159	NPC309056
Remote Similarity	0.6154	NPC475427
Remote Similarity	0.6154	NPC244427
Remote Similarity	0.6154	NPC222390
Remote Similarity	0.615	NPC116007
Remote Similarity	0.6149	NPC210089
Remote Similarity	0.6149	NPC1082
Remote Similarity	0.6149	NPC305912
Remote Similarity	0.6145	NPC173980
Remote Similarity	0.6145	NPC61590
Remote Similarity	0.6143	NPC12695
Remote Similarity	0.6142	NPC314941
Remote Similarity	0.6135	NPC171968
Remote Similarity	0.6133	NPC307651
Remote Similarity	0.6133	NPC308744
Remote Similarity	0.6125	NPC237225
Remote Similarity	0.6122	NPC99846
Remote Similarity	0.6122	NPC269023
Remote Similarity	0.6121	NPC319645
Remote Similarity	0.6118	NPC469843
Remote Similarity	0.6115	NPC182646
Remote Similarity	0.6114	NPC169742
Remote Similarity	0.6111	NPC205360
Remote Similarity	0.6111	NPC474365
Remote Similarity	0.6111	NPC301943
Remote Similarity	0.6111	NPC60679
Remote Similarity	0.6111	NPC274443
Remote Similarity	0.6108	NPC121400
Remote Similarity	0.6107	NPC270699
Remote Similarity	0.6107	NPC218855
Remote Similarity	0.6107	NPC82899
Remote Similarity	0.6104	NPC202015
Remote Similarity	0.6104	NPC476096
Remote Similarity	0.6103	NPC108487
Remote Similarity	0.6103	NPC314738
Remote Similarity	0.6103	NPC109403
Remote Similarity	0.6103	NPC261012
Remote Similarity	0.6103	NPC133775
Remote Similarity	0.6101	NPC51292
Remote Similarity	0.6098	NPC212207
Remote Similarity	0.6096	NPC299806
Remote Similarity	0.6096	NPC119271
Remote Similarity	0.6093	NPC474685
Remote Similarity	0.6093	NPC217111
Remote Similarity	0.6087	NPC476484
Remote Similarity	0.6082	NPC474630
Remote Similarity	0.6082	NPC474309
Remote Similarity	0.6081	NPC174099
Remote Similarity	0.6074	NPC248283
Remote Similarity	0.6071	NPC477537
Remote Similarity	0.6067	NPC470253
Remote Similarity	0.6067	NPC477476
Remote Similarity	0.6067	NPC128368
Remote Similarity	0.6067	NPC477475
Remote Similarity	0.6067	NPC29552
Remote Similarity	0.6067	NPC143768
Remote Similarity	0.6065	NPC474222
Remote Similarity	0.6065	NPC475804
Remote Similarity	0.6062	NPC478162
Remote Similarity	0.6062	NPC45537
Remote Similarity	0.6062	NPC478165
Remote Similarity	0.6061	NPC469808
Remote Similarity	0.6061	NPC217914
Remote Similarity	0.6059	NPC21873
Remote Similarity	0.6059	NPC473541
Remote Similarity	0.6057	NPC63370
Remote Similarity	0.6057	NPC36836
Remote Similarity	0.6057	NPC175617
Remote Similarity	0.6054	NPC11149
Remote Similarity	0.6053	NPC471616
Remote Similarity	0.6051	NPC474159
Remote Similarity	0.6051	NPC474254
Remote Similarity	0.605	NPC315889
Remote Similarity	0.6048	NPC476643
Remote Similarity	0.6044	NPC329647
Remote Similarity	0.6044	NPC470735
Remote Similarity	0.6038	NPC328997
Remote Similarity	0.6038	NPC119326
Remote Similarity	0.6038	NPC294050
Remote Similarity	0.6037	NPC38420

Drug Structure

NPD3950 OpenBabel08211704332D 28 30 0 0 1 0 0 0 0 0999 V2000 -1.7321 3.0000 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 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 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 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 0.8660 -1.5000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 2.5981 0.5000 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 0.8660 0.5000 0.0000 C 0 0 3 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 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 26 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 12 2 0 0 0 0 8 13 2 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 14 1 0 0 0 0 11 15 2 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 23 2 0 0 0 0 18 24 2 0 0 0 0 19 21 1 0 0 0 0 19 25 2 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016876
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.15
ALogP	-1.1855
MLogP	2.89
XLogP	1.699
HDA	7
HBD	1
Rotatable Bonds	10
TPSA	84.94
RO5 Violation	0