NPASS drugs

Drug Information

Drug ID:	NPD5187
Drug Name:
Molecular Formula:	C22H28N2O2S
Canonical SMILES:	O=C([C@@H]1C[C@H]1c1ccccc1)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)N1CSCC1
Standard InCHI:	InChI=1S/C22H28N2O2S/c25-21(18-13-17(18)15-6-2-1-3-7-15)24-19-9-5-4-8-16(19)12-20(24)22(26)23-10-11-27-14-23/h1-3,6-7,16-20H,4-5,8-14H2/t16-,17-,18+,19-,20-/m0/s1
Standard InCHIKey:	NXSXRIHXEQSYEZ-KNJMJIDISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5187

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	141
0.1-0.2	1286
0.2-0.3	6988
0.3-0.4	15962
0.4-0.5	5373
0.5-0.6	969
0.6-0.7	162
0.7-0.8	9
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	0.7647	NPC473418
Intermediate Similarity	0.7338	NPC89489
Intermediate Similarity	0.7308	NPC302169
Intermediate Similarity	0.7094	NPC71140
Intermediate Similarity	0.708	NPC200589
Intermediate Similarity	0.7007	NPC473322
Intermediate Similarity	0.7	NPC285926
Intermediate Similarity	0.7	NPC315276
Intermediate Similarity	0.7	NPC14672
Remote Similarity	0.6957	NPC300315
Remote Similarity	0.6923	NPC473573
Remote Similarity	0.6917	NPC200964
Remote Similarity	0.6864	NPC473661
Remote Similarity	0.6786	NPC130309
Remote Similarity	0.6767	NPC220698
Remote Similarity	0.6755	NPC66936
Remote Similarity	0.675	NPC256452
Remote Similarity	0.6746	NPC45033
Remote Similarity	0.6735	NPC471680
Remote Similarity	0.6692	NPC470545
Remote Similarity	0.6689	NPC262077
Remote Similarity	0.6667	NPC283783
Remote Similarity	0.6667	NPC255447
Remote Similarity	0.6667	NPC27833
Remote Similarity	0.6642	NPC175726
Remote Similarity	0.6642	NPC470546
Remote Similarity	0.6642	NPC474082
Remote Similarity	0.6639	NPC472258
Remote Similarity	0.6618	NPC71684
Remote Similarity	0.6617	NPC470544
Remote Similarity	0.6599	NPC468984
Remote Similarity	0.6599	NPC161069
Remote Similarity	0.6594	NPC222466
Remote Similarity	0.6552	NPC471123
Remote Similarity	0.6547	NPC101719
Remote Similarity	0.6538	NPC222029
Remote Similarity	0.6535	NPC167336
Remote Similarity	0.6522	NPC474088
Remote Similarity	0.6522	NPC6975
Remote Similarity	0.651	NPC322878
Remote Similarity	0.6503	NPC473962
Remote Similarity	0.6493	NPC239357
Remote Similarity	0.649	NPC240848
Remote Similarity	0.649	NPC105717
Remote Similarity	0.6489	NPC475013
Remote Similarity	0.6466	NPC33742
Remote Similarity	0.6457	NPC469974
Remote Similarity	0.6452	NPC322598
Remote Similarity	0.6443	NPC476978
Remote Similarity	0.6429	NPC79698
Remote Similarity	0.6424	NPC138775
Remote Similarity	0.6419	NPC269398
Remote Similarity	0.6419	NPC263493
Remote Similarity	0.6392	NPC276085
Remote Similarity	0.6391	NPC476048
Remote Similarity	0.6391	NPC276949
Remote Similarity	0.6391	NPC35850
Remote Similarity	0.6387	NPC473002
Remote Similarity	0.6382	NPC189908
Remote Similarity	0.6377	NPC202521
Remote Similarity	0.6376	NPC470301
Remote Similarity	0.6348	NPC231986
Remote Similarity	0.6345	NPC287401
Remote Similarity	0.6343	NPC246904
Remote Similarity	0.6338	NPC105114
Remote Similarity	0.6338	NPC239990
Remote Similarity	0.6338	NPC152850
Remote Similarity	0.6338	NPC89923
Remote Similarity	0.6338	NPC71933
Remote Similarity	0.6323	NPC286551
Remote Similarity	0.6308	NPC55529
Remote Similarity	0.6304	NPC476990
Remote Similarity	0.6303	NPC305602
Remote Similarity	0.6303	NPC317362
Remote Similarity	0.6303	NPC318930
Remote Similarity	0.6303	NPC326407
Remote Similarity	0.6303	NPC317725
Remote Similarity	0.6303	NPC17497
Remote Similarity	0.6301	NPC248283
Remote Similarity	0.6294	NPC111428
Remote Similarity	0.6291	NPC315266
Remote Similarity	0.6291	NPC316008
Remote Similarity	0.6291	NPC313867
Remote Similarity	0.6291	NPC209509
Remote Similarity	0.6284	NPC98424
Remote Similarity	0.6284	NPC178662
Remote Similarity	0.6284	NPC470884
Remote Similarity	0.6284	NPC476133
Remote Similarity	0.6284	NPC92784
Remote Similarity	0.6276	NPC257390
Remote Similarity	0.6268	NPC136453
Remote Similarity	0.626	NPC474974
Remote Similarity	0.6259	NPC79465
Remote Similarity	0.6259	NPC260045
Remote Similarity	0.6259	NPC293377
Remote Similarity	0.6259	NPC474787
Remote Similarity	0.6259	NPC76785
Remote Similarity	0.6259	NPC476102
Remote Similarity	0.6259	NPC474811
Remote Similarity	0.6259	NPC90194
Remote Similarity	0.6259	NPC118099
Remote Similarity	0.6259	NPC475598
Remote Similarity	0.6259	NPC273907
Remote Similarity	0.6259	NPC474855
Remote Similarity	0.6259	NPC151706
Remote Similarity	0.6259	NPC9687
Remote Similarity	0.6259	NPC475318
Remote Similarity	0.6259	NPC49577
Remote Similarity	0.625	NPC314358
Remote Similarity	0.6242	NPC469560
Remote Similarity	0.6242	NPC469903
Remote Similarity	0.6226	NPC104345
Remote Similarity	0.6225	NPC315283
Remote Similarity	0.6225	NPC314388
Remote Similarity	0.6225	NPC52748
Remote Similarity	0.6218	NPC122590
Remote Similarity	0.6218	NPC202198
Remote Similarity	0.6214	NPC169485
Remote Similarity	0.6214	NPC213126
Remote Similarity	0.6214	NPC84281
Remote Similarity	0.6214	NPC317474
Remote Similarity	0.6214	NPC291027
Remote Similarity	0.6214	NPC252878
Remote Similarity	0.6209	NPC225648
Remote Similarity	0.6209	NPC329761
Remote Similarity	0.6207	NPC126458
Remote Similarity	0.6207	NPC157311
Remote Similarity	0.619	NPC141050
Remote Similarity	0.6188	NPC469902
Remote Similarity	0.6188	NPC473003
Remote Similarity	0.6184	NPC5620
Remote Similarity	0.6174	NPC132636
Remote Similarity	0.6173	NPC328270
Remote Similarity	0.617	NPC46427
Remote Similarity	0.6167	NPC53492
Remote Similarity	0.6164	NPC8761
Remote Similarity	0.6164	NPC44805
Remote Similarity	0.6159	NPC22082
Remote Similarity	0.6159	NPC471164
Remote Similarity	0.6159	NPC186284
Remote Similarity	0.6154	NPC233702
Remote Similarity	0.6154	NPC143516
Remote Similarity	0.6129	NPC2501
Remote Similarity	0.6127	NPC22746
Remote Similarity	0.6125	NPC113946
Remote Similarity	0.6107	NPC130898
Remote Similarity	0.6107	NPC473498
Remote Similarity	0.6107	NPC474804
Remote Similarity	0.6107	NPC474973
Remote Similarity	0.6104	NPC16188
Remote Similarity	0.6104	NPC145113
Remote Similarity	0.6067	NPC242159
Remote Similarity	0.6067	NPC313694
Remote Similarity	0.6065	NPC471821
Remote Similarity	0.6065	NPC471820
Remote Similarity	0.6054	NPC32858
Remote Similarity	0.6054	NPC194857
Remote Similarity	0.6048	NPC161861
Remote Similarity	0.6048	NPC242269
Remote Similarity	0.6031	NPC476198
Remote Similarity	0.6026	NPC129666
Remote Similarity	0.6026	NPC13470
Remote Similarity	0.6013	NPC5194
Remote Similarity	0.6013	NPC261934
Remote Similarity	0.6013	NPC262166
Remote Similarity	0.6	NPC471264
Remote Similarity	0.6	NPC319766
Remote Similarity	0.6	NPC127741
Remote Similarity	0.6	NPC313850
Remote Similarity	0.6	NPC141957
Remote Similarity	0.6	NPC471265
Remote Similarity	0.5988	NPC469901
Remote Similarity	0.5988	NPC161143
Remote Similarity	0.5987	NPC130251
Remote Similarity	0.5983	NPC475573
Remote Similarity	0.5983	NPC475289
Remote Similarity	0.5973	NPC474473
Remote Similarity	0.597	NPC158854
Remote Similarity	0.5964	NPC469904
Remote Similarity	0.5963	NPC324850
Remote Similarity	0.5959	NPC469666
Remote Similarity	0.5954	NPC275467
Remote Similarity	0.5951	NPC241794
Remote Similarity	0.5951	NPC225319
Remote Similarity	0.5948	NPC301760
Remote Similarity	0.5948	NPC139326
Remote Similarity	0.5948	NPC77905
Remote Similarity	0.5935	NPC470822
Remote Similarity	0.5926	NPC319579
Remote Similarity	0.5923	NPC329375
Remote Similarity	0.5921	NPC239762
Remote Similarity	0.5921	NPC163392
Remote Similarity	0.5918	NPC187231
Remote Similarity	0.5918	NPC179224
Remote Similarity	0.5918	NPC69496
Remote Similarity	0.5909	NPC67043
Remote Similarity	0.5906	NPC245836
Remote Similarity	0.5906	NPC233910
Remote Similarity	0.5904	NPC214960
Remote Similarity	0.5904	NPC279527

Drug Structure

NPD5187 OpenBabel08211706322D 27 31 0 0 1 0 0 0 0 0999 V2000 -4.6057 3.0737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6276 3.2816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9147 2.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9584 2.5385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2456 1.3795 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 3.0823 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0334 1.4706 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 -2.3904 -0.1339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2675 1.5874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5983 0.8443 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6473 0.5352 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 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 2.4945 0.9706 0.0000 N 0 0 0 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 -0.3601 1.6942 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 4.0334 0.4706 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 10 11 1 0 0 0 0 10 23 1 0 0 0 0 11 27 1 0 0 0 0 12 16 1 0 0 0 0 12 20 1 0 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 14 23 1 0 0 0 0 14 27 1 0 0 0 0 16 8 1 6 0 0 0 16 19 1 0 0 0 0 17 15 1 1 0 0 0 17 18 1 0 0 0 0 18 21 1 6 0 0 0 19 9 1 6 0 0 0 19 24 1 0 0 0 0 20 22 1 6 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 21 25 2 0 0 0 0 22 23 1 0 0 0 0 22 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018029; DIB004393
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9929984
ChEBI
CAS Number

Drug Properties

Molecular Weight	384.19
ALogP	-1.6333
MLogP	3.33
XLogP	5.143
HDA	4
HBD	0
Rotatable Bonds	5
TPSA	65.92
RO5 Violation	1