NPASS drugs

Drug Information

Drug ID:	NPD8157
Drug Name:
Molecular Formula:	C39H44N4O4S
Canonical SMILES:	CN(C1CCN(CC1)C(=O)CCCOc1cc(ccc1N=C(c1ccccc1c1ccccc1)O)C(=O)N1CCCCc2c1ccs2)C
Standard InCHI:	InChI=1S/C39H44N4O4S/c1-41(2)30-19-23-42(24-20-30)37(44)16-10-25-47-35-27-29(39(46)43-22-9-8-15-36-34(43)21-26-48-36)17-18-33(35)40-38(45)32-14-7-6-13-31(32)28-11-4-3-5-12-28/h3-7,11-14,17-18,21,26-27,30H,8-10,15-16,19-20,22-25H2,1-2H3,(H,40,45)
Standard InCHIKey:	LKUCMBNAHQWPJK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8157

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	328
0.1-0.2	1613
0.2-0.3	8189
0.3-0.4	4697
0.4-0.5	11637
0.5-0.6	4053
0.6-0.7	372
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	0.7	NPC149571
Remote Similarity	0.6812	NPC5374
Remote Similarity	0.6767	NPC207971
Remote Similarity	0.6742	NPC270301
Remote Similarity	0.6738	NPC268077
Remote Similarity	0.6711	NPC198401
Remote Similarity	0.6696	NPC71124
Remote Similarity	0.6667	NPC329631
Remote Similarity	0.6667	NPC257851
Remote Similarity	0.6654	NPC75179
Remote Similarity	0.6653	NPC471741
Remote Similarity	0.664	NPC39370
Remote Similarity	0.6637	NPC314659
Remote Similarity	0.6627	NPC473186
Remote Similarity	0.6626	NPC470018
Remote Similarity	0.6623	NPC112937
Remote Similarity	0.661	NPC308943
Remote Similarity	0.6594	NPC254957
Remote Similarity	0.6592	NPC197335
Remote Similarity	0.6582	NPC207873
Remote Similarity	0.6582	NPC100573
Remote Similarity	0.657	NPC313327
Remote Similarity	0.6562	NPC208522
Remote Similarity	0.6556	NPC55470
Remote Similarity	0.6549	NPC72905
Remote Similarity	0.6525	NPC473422
Remote Similarity	0.6516	NPC475609
Remote Similarity	0.6513	NPC329567
Remote Similarity	0.6513	NPC330683
Remote Similarity	0.65	NPC137353
Remote Similarity	0.6496	NPC138830
Remote Similarity	0.6494	NPC477516
Remote Similarity	0.6482	NPC470017
Remote Similarity	0.6478	NPC205372
Remote Similarity	0.6476	NPC87391
Remote Similarity	0.6471	NPC478075
Remote Similarity	0.6471	NPC475816
Remote Similarity	0.6466	NPC74575
Remote Similarity	0.6466	NPC108847
Remote Similarity	0.6466	NPC470023
Remote Similarity	0.645	NPC329982
Remote Similarity	0.6445	NPC475844
Remote Similarity	0.644	NPC274640
Remote Similarity	0.6437	NPC316110
Remote Similarity	0.6437	NPC313587
Remote Similarity	0.6437	NPC315893
Remote Similarity	0.6435	NPC92803
Remote Similarity	0.6432	NPC313886
Remote Similarity	0.6429	NPC49547
Remote Similarity	0.6423	NPC225279
Remote Similarity	0.642	NPC298449
Remote Similarity	0.6408	NPC184408
Remote Similarity	0.6408	NPC131885
Remote Similarity	0.6406	NPC477586
Remote Similarity	0.6406	NPC477590
Remote Similarity	0.6406	NPC477588
Remote Similarity	0.6406	NPC477585
Remote Similarity	0.6395	NPC142385
Remote Similarity	0.6393	NPC38964
Remote Similarity	0.6391	NPC45389
Remote Similarity	0.6389	NPC474688
Remote Similarity	0.6385	NPC161801
Remote Similarity	0.638	NPC315411
Remote Similarity	0.6379	NPC203972
Remote Similarity	0.6375	NPC90185
Remote Similarity	0.6375	NPC311906
Remote Similarity	0.6371	NPC478141
Remote Similarity	0.6371	NPC311357
Remote Similarity	0.6367	NPC301501
Remote Similarity	0.6364	NPC471532
Remote Similarity	0.6364	NPC187501
Remote Similarity	0.636	NPC246140
Remote Similarity	0.636	NPC195787
Remote Similarity	0.6348	NPC18890
Remote Similarity	0.6345	NPC473460
Remote Similarity	0.6345	NPC41216
Remote Similarity	0.6341	NPC82056
Remote Similarity	0.6335	NPC478078
Remote Similarity	0.6335	NPC186351
Remote Similarity	0.6335	NPC157931
Remote Similarity	0.6335	NPC315061
Remote Similarity	0.6333	NPC53344
Remote Similarity	0.6333	NPC222561
Remote Similarity	0.6328	NPC470022
Remote Similarity	0.6328	NPC477587
Remote Similarity	0.6328	NPC477589
Remote Similarity	0.6322	NPC470020
Remote Similarity	0.6322	NPC471304
Remote Similarity	0.632	NPC473449
Remote Similarity	0.6316	NPC302235
Remote Similarity	0.6314	NPC476220
Remote Similarity	0.6314	NPC160113
Remote Similarity	0.6312	NPC67401
Remote Similarity	0.6305	NPC144452
Remote Similarity	0.6304	NPC329731
Remote Similarity	0.63	NPC116096
Remote Similarity	0.6299	NPC475720
Remote Similarity	0.6299	NPC474192
Remote Similarity	0.6299	NPC139373
Remote Similarity	0.6298	NPC470021
Remote Similarity	0.6293	NPC477526
Remote Similarity	0.6287	NPC67904
Remote Similarity	0.6286	NPC16066
Remote Similarity	0.6285	NPC223242
Remote Similarity	0.6279	NPC469450
Remote Similarity	0.6278	NPC471648
Remote Similarity	0.6275	NPC96321
Remote Similarity	0.627	NPC251036
Remote Similarity	0.627	NPC140296
Remote Similarity	0.6265	NPC280799
Remote Similarity	0.6261	NPC262725
Remote Similarity	0.626	NPC471531
Remote Similarity	0.626	NPC474701
Remote Similarity	0.6259	NPC132385
Remote Similarity	0.6256	NPC93653
Remote Similarity	0.6255	NPC179287
Remote Similarity	0.6255	NPC269367
Remote Similarity	0.625	NPC253675
Remote Similarity	0.625	NPC288110
Remote Similarity	0.625	NPC257511
Remote Similarity	0.625	NPC174629
Remote Similarity	0.6245	NPC39500
Remote Similarity	0.6241	NPC478080
Remote Similarity	0.624	NPC216612
Remote Similarity	0.6236	NPC270515
Remote Similarity	0.6234	NPC21425
Remote Similarity	0.6234	NPC474077
Remote Similarity	0.6234	NPC4910
Remote Similarity	0.6231	NPC469452
Remote Similarity	0.6231	NPC129897
Remote Similarity	0.6231	NPC469451
Remote Similarity	0.6229	NPC316282
Remote Similarity	0.6229	NPC24228
Remote Similarity	0.6226	NPC154922
Remote Similarity	0.6225	NPC323969
Remote Similarity	0.6225	NPC318525
Remote Similarity	0.6225	NPC472099
Remote Similarity	0.6225	NPC10653
Remote Similarity	0.622	NPC316297
Remote Similarity	0.622	NPC66191
Remote Similarity	0.622	NPC314817
Remote Similarity	0.622	NPC146976
Remote Similarity	0.6216	NPC304837
Remote Similarity	0.6216	NPC41501
Remote Similarity	0.6216	NPC476258
Remote Similarity	0.6215	NPC51388
Remote Similarity	0.6214	NPC471561
Remote Similarity	0.6206	NPC248903
Remote Similarity	0.6204	NPC470482
Remote Similarity	0.6204	NPC470481
Remote Similarity	0.6204	NPC472098
Remote Similarity	0.6204	NPC159815
Remote Similarity	0.6203	NPC100863
Remote Similarity	0.6202	NPC6786
Remote Similarity	0.6202	NPC314702
Remote Similarity	0.6198	NPC16249
Remote Similarity	0.6197	NPC473004
Remote Similarity	0.6197	NPC204970
Remote Similarity	0.6194	NPC234772
Remote Similarity	0.6192	NPC477066
Remote Similarity	0.619	NPC97746
Remote Similarity	0.6188	NPC471651
Remote Similarity	0.6187	NPC279589
Remote Similarity	0.6186	NPC477258
Remote Similarity	0.6185	NPC222046
Remote Similarity	0.6185	NPC208084
Remote Similarity	0.6184	NPC222524
Remote Similarity	0.6183	NPC163829
Remote Similarity	0.6183	NPC329932
Remote Similarity	0.6183	NPC14339
Remote Similarity	0.6181	NPC194740
Remote Similarity	0.618	NPC283207
Remote Similarity	0.6179	NPC473006
Remote Similarity	0.6179	NPC74562
Remote Similarity	0.6179	NPC236668
Remote Similarity	0.6179	NPC30749
Remote Similarity	0.6179	NPC316181
Remote Similarity	0.6179	NPC151781
Remote Similarity	0.6175	NPC71539
Remote Similarity	0.6175	NPC250960
Remote Similarity	0.6175	NPC148124
Remote Similarity	0.6174	NPC469829
Remote Similarity	0.6169	NPC478081
Remote Similarity	0.6169	NPC473540
Remote Similarity	0.6169	NPC293151
Remote Similarity	0.6167	NPC473005
Remote Similarity	0.6166	NPC26928
Remote Similarity	0.6165	NPC472789
Remote Similarity	0.6165	NPC45048
Remote Similarity	0.6163	NPC220337
Remote Similarity	0.616	NPC478007
Remote Similarity	0.616	NPC132642
Remote Similarity	0.616	NPC58209
Remote Similarity	0.6157	NPC318068
Remote Similarity	0.6157	NPC478083
Remote Similarity	0.6157	NPC45190
Remote Similarity	0.6154	NPC289776
Remote Similarity	0.6154	NPC118228
Remote Similarity	0.6154	NPC28510
Remote Similarity	0.6154	NPC191863

Drug Structure

NPD8157 OpenBabel08211713002D 49 54 0 0 1 0 0 0 0 0999 V2000 -4.5708 -0.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4368 -2.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5536 -3.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5536 -4.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6876 -3.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0895 -6.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2235 -6.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7103 2.6146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6991 2.7637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6254 -3.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6876 -5.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8215 -3.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9555 -6.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2235 -5.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2103 1.7486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2406 -3.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0895 -0.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0895 -1.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8387 -1.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7047 -3.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5461 -0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4322 2.0835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9727 -2.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8387 -3.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4914 -3.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5998 -0.8001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3574 -0.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8215 -4.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2235 -0.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7047 -2.4137 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.9555 -5.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0895 -4.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2235 -2.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5312 0.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3574 -1.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5756 0.8177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1067 -3.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0895 -3.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2235 0.5863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2235 -3.4137 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5708 -1.9137 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9727 -3.4137 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3574 1.0863 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1067 -4.9137 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9555 -3.4137 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0895 1.0863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4914 -2.4137 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 4.9555 -2.4137 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 41 1 0 0 0 0 2 41 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 22 1 0 0 0 0 10 16 1 0 0 0 0 10 25 1 0 0 0 0 11 28 2 0 0 0 0 12 28 1 0 0 0 0 13 31 2 0 0 0 0 14 32 2 0 0 0 0 15 36 1 0 0 0 0 16 37 1 0 0 0 0 17 18 2 0 0 0 0 17 29 1 0 0 0 0 18 33 1 0 0 0 0 19 23 1 0 0 0 0 19 30 1 0 0 0 0 20 24 1 0 0 0 0 20 30 1 0 0 0 0 21 26 2 0 0 0 0 21 34 1 0 0 0 0 22 43 1 0 0 0 0 23 42 1 0 0 0 0 24 42 1 0 0 0 0 25 47 1 0 0 0 0 26 48 1 0 0 0 0 27 29 2 0 0 0 0 27 35 1 0 0 0 0 28 31 1 0 0 0 0 29 39 1 0 0 0 0 30 41 1 0 0 0 0 31 32 1 0 0 0 0 32 38 1 0 0 0 0 33 35 2 0 0 0 0 33 40 1 0 0 0 0 34 36 2 0 0 0 0 34 43 1 0 0 0 0 35 47 1 0 0 0 0 36 48 1 0 0 0 0 37 42 1 0 0 0 0 37 44 2 0 0 0 0 38 40 2 3 0 0 0 38 45 1 0 0 0 0 39 43 1 0 0 0 0 39 46 2 0 0 0 0 45 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000829
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9939929
ChEBI
CAS Number

Drug Properties

Molecular Weight	664.31
ALogP	-1.8505
MLogP	4.76
XLogP	9.764
HDA	7
HBD	1
Rotatable Bonds	15
TPSA	113.92
RO5 Violation	2