NPASS drugs

Drug Information

Drug ID:	NPD5719
Drug Name:
Molecular Formula:	C23H32N2O2S
Canonical SMILES:	CC(CCOc1ccc(cc1)NC(=S)Nc1ccc(cc1)OCCC(C)C)C
Standard InCHI:	InChI=1S/C23H32N2O2S/c1-17(2)13-15-26-21-9-5-19(6-10-21)24-23(28)25-20-7-11-22(12-8-20)27-16-14-18(3)4/h5-12,17-18H,13-16H2,1-4H3,(H2,24,25,28)
Standard InCHIKey:	BWBONKHPVHMQHE-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5719

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	184
0.1-0.2	2494
0.2-0.3	10166
0.3-0.4	3132
0.4-0.5	12167
0.5-0.6	2634
0.6-0.7	111
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	0.7358	NPC315257
Intermediate Similarity	0.7174	NPC264782
Remote Similarity	0.6957	NPC226914
Remote Similarity	0.6923	NPC476462
Remote Similarity	0.6839	NPC476475
Remote Similarity	0.6835	NPC260601
Remote Similarity	0.6667	NPC315498
Remote Similarity	0.6667	NPC230942
Remote Similarity	0.6647	NPC471652
Remote Similarity	0.6644	NPC315632
Remote Similarity	0.6609	NPC473432
Remote Similarity	0.6603	NPC237227
Remote Similarity	0.6582	NPC204156
Remote Similarity	0.6545	NPC13397
Remote Similarity	0.6532	NPC85482
Remote Similarity	0.6529	NPC139506
Remote Similarity	0.6529	NPC292143
Remote Similarity	0.6516	NPC208022
Remote Similarity	0.6509	NPC93653
Remote Similarity	0.646	NPC168750
Remote Similarity	0.6452	NPC314948
Remote Similarity	0.6448	NPC475411
Remote Similarity	0.6438	NPC314113
Remote Similarity	0.6429	NPC471306
Remote Similarity	0.6429	NPC471321
Remote Similarity	0.6424	NPC328267
Remote Similarity	0.6423	NPC70201
Remote Similarity	0.64	NPC73280
Remote Similarity	0.6395	NPC70172
Remote Similarity	0.6387	NPC473987
Remote Similarity	0.6383	NPC76327
Remote Similarity	0.6369	NPC297584
Remote Similarity	0.6364	NPC478049
Remote Similarity	0.6345	NPC26524
Remote Similarity	0.6345	NPC322735
Remote Similarity	0.6343	NPC471648
Remote Similarity	0.6341	NPC473769
Remote Similarity	0.6333	NPC469831
Remote Similarity	0.6324	NPC79213
Remote Similarity	0.6284	NPC323948
Remote Similarity	0.6278	NPC288305
Remote Similarity	0.6267	NPC263835
Remote Similarity	0.6259	NPC222982
Remote Similarity	0.6235	NPC212850
Remote Similarity	0.6235	NPC189724
Remote Similarity	0.6235	NPC83289
Remote Similarity	0.6221	NPC285635
Remote Similarity	0.6221	NPC306366
Remote Similarity	0.6213	NPC26872
Remote Similarity	0.6209	NPC217277
Remote Similarity	0.6207	NPC204179
Remote Similarity	0.6203	NPC471953
Remote Similarity	0.6201	NPC220560
Remote Similarity	0.62	NPC256369
Remote Similarity	0.6199	NPC26850
Remote Similarity	0.6199	NPC469428
Remote Similarity	0.619	NPC329190
Remote Similarity	0.6188	NPC118776
Remote Similarity	0.6159	NPC41801
Remote Similarity	0.6154	NPC176127
Remote Similarity	0.6154	NPC172403
Remote Similarity	0.6146	NPC111492
Remote Similarity	0.6145	NPC290069
Remote Similarity	0.6144	NPC471314
Remote Similarity	0.6144	NPC471315
Remote Similarity	0.614	NPC112766
Remote Similarity	0.6139	NPC476685
Remote Similarity	0.6139	NPC476687
Remote Similarity	0.6139	NPC476689
Remote Similarity	0.6133	NPC70092
Remote Similarity	0.6133	NPC283810
Remote Similarity	0.6129	NPC474059
Remote Similarity	0.6129	NPC250476
Remote Similarity	0.612	NPC469829
Remote Similarity	0.6114	NPC24954
Remote Similarity	0.6114	NPC299582
Remote Similarity	0.6111	NPC283152
Remote Similarity	0.6107	NPC258992
Remote Similarity	0.6094	NPC25897
Remote Similarity	0.6092	NPC177404
Remote Similarity	0.6085	NPC243626
Remote Similarity	0.6085	NPC230313
Remote Similarity	0.6084	NPC247298
Remote Similarity	0.6082	NPC162484
Remote Similarity	0.608	NPC314861
Remote Similarity	0.6074	NPC47986
Remote Similarity	0.6069	NPC301163
Remote Similarity	0.6067	NPC310894
Remote Similarity	0.6067	NPC258773
Remote Similarity	0.6053	NPC160120
Remote Similarity	0.6053	NPC53596
Remote Similarity	0.6053	NPC471308
Remote Similarity	0.6053	NPC289330
Remote Similarity	0.6053	NPC17388
Remote Similarity	0.6047	NPC10730
Remote Similarity	0.6047	NPC10875
Remote Similarity	0.6043	NPC313918
Remote Similarity	0.6043	NPC473569
Remote Similarity	0.6042	NPC186469
Remote Similarity	0.6038	NPC313466
Remote Similarity	0.6034	NPC19023
Remote Similarity	0.6034	NPC231862
Remote Similarity	0.6027	NPC95977
Remote Similarity	0.6022	NPC285941
Remote Similarity	0.6022	NPC21425
Remote Similarity	0.6022	NPC469830
Remote Similarity	0.602	NPC261388
Remote Similarity	0.6014	NPC42383
Remote Similarity	0.6012	NPC70549
Remote Similarity	0.6012	NPC245974
Remote Similarity	0.6	NPC274732
Remote Similarity	0.6	NPC312872
Remote Similarity	0.6	NPC97811
Remote Similarity	0.599	NPC72211
Remote Similarity	0.5989	NPC110741
Remote Similarity	0.5989	NPC475393
Remote Similarity	0.5988	NPC206372
Remote Similarity	0.5988	NPC203424
Remote Similarity	0.5986	NPC311660
Remote Similarity	0.5985	NPC125306
Remote Similarity	0.5978	NPC126676
Remote Similarity	0.5978	NPC469671
Remote Similarity	0.5975	NPC231382
Remote Similarity	0.5972	NPC326801
Remote Similarity	0.5959	NPC241263
Remote Similarity	0.5959	NPC255721
Remote Similarity	0.5957	NPC76748
Remote Similarity	0.5954	NPC292003
Remote Similarity	0.5948	NPC321133
Remote Similarity	0.5947	NPC307963
Remote Similarity	0.5947	NPC471825
Remote Similarity	0.5944	NPC256838
Remote Similarity	0.5936	NPC66083
Remote Similarity	0.5933	NPC303370
Remote Similarity	0.5931	NPC44836
Remote Similarity	0.5928	NPC329793
Remote Similarity	0.5926	NPC92111
Remote Similarity	0.5924	NPC141739
Remote Similarity	0.5924	NPC136112
Remote Similarity	0.5924	NPC320242
Remote Similarity	0.5924	NPC472163
Remote Similarity	0.592	NPC187022
Remote Similarity	0.592	NPC80129
Remote Similarity	0.5918	NPC9336
Remote Similarity	0.5918	NPC223427
Remote Similarity	0.5916	NPC198401
Remote Similarity	0.5916	NPC131017
Remote Similarity	0.5915	NPC253429
Remote Similarity	0.5915	NPC318591
Remote Similarity	0.5915	NPC231163
Remote Similarity	0.5914	NPC473007
Remote Similarity	0.5909	NPC57105
Remote Similarity	0.5909	NPC478075
Remote Similarity	0.5909	NPC318357
Remote Similarity	0.5906	NPC207824
Remote Similarity	0.5906	NPC60538
Remote Similarity	0.5904	NPC296527
Remote Similarity	0.5904	NPC323204
Remote Similarity	0.5893	NPC473874
Remote Similarity	0.5892	NPC314659
Remote Similarity	0.5889	NPC471604
Remote Similarity	0.5887	NPC471576
Remote Similarity	0.5885	NPC70259
Remote Similarity	0.5882	NPC43275
Remote Similarity	0.5879	NPC36434
Remote Similarity	0.5878	NPC21890
Remote Similarity	0.5876	NPC118511
Remote Similarity	0.5874	NPC192596
Remote Similarity	0.587	NPC5167
Remote Similarity	0.587	NPC168486
Remote Similarity	0.587	NPC85613
Remote Similarity	0.587	NPC222592
Remote Similarity	0.5864	NPC160692
Remote Similarity	0.5864	NPC266425
Remote Similarity	0.5862	NPC233926
Remote Similarity	0.586	NPC84478
Remote Similarity	0.5858	NPC146370
Remote Similarity	0.5852	NPC235628
Remote Similarity	0.585	NPC475133
Remote Similarity	0.585	NPC201697
Remote Similarity	0.5848	NPC76412
Remote Similarity	0.5846	NPC138830
Remote Similarity	0.5843	NPC314682
Remote Similarity	0.5842	NPC22476
Remote Similarity	0.5838	NPC277669
Remote Similarity	0.5838	NPC197335
Remote Similarity	0.5838	NPC473460
Remote Similarity	0.5838	NPC190461
Remote Similarity	0.5838	NPC76213
Remote Similarity	0.5833	NPC205934
Remote Similarity	0.5833	NPC43787
Remote Similarity	0.5833	NPC298486
Remote Similarity	0.5833	NPC78530
Remote Similarity	0.5829	NPC313886
Remote Similarity	0.5828	NPC173295
Remote Similarity	0.5825	NPC100863
Remote Similarity	0.5821	NPC471304
Remote Similarity	0.582	NPC477186
Remote Similarity	0.5819	NPC72291
Remote Similarity	0.5813	NPC473006

Drug Structure

NPD5719 OpenBabel08211708292D 30 31 0 0 0 0 0 0 0 0999 V2000 -6.9282 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 C 0 0 0 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 3.4641 -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 -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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 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 -6.9282 3.0000 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 -6.0622 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 -4.3301 0.5000 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 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 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 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 18 1 0 0 0 0 5 9 1 0 0 0 0 5 19 2 0 0 0 0 6 10 2 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 7 20 2 0 0 0 0 8 12 2 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 28 2 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000107; DAP001485
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3001386; 3002337
ChEBI
CAS Number

Drug Properties

Molecular Weight	400.22
ALogP	0.5562
MLogP	3.44
XLogP	7.617
HDA	2
HBD	2
Rotatable Bonds	16
TPSA	74.61
RO5 Violation	2