NPASS drugs

Drug Information

Drug ID:	NPD2958
Drug Name:
Molecular Formula:	C18H21N3O5S2
Canonical SMILES:	ONCC1OC(C)C(N(C1=S)S(=O)(=O)c1ccc(cc1)Oc1ccncc1)C
Standard InCHI:	InChI=1S/C18H21N3O5S2/c1-12-13(2)25-17(11-20-22)18(27)21(12)28(23,24)16-5-3-14(4-6-16)26-15-7-9-19-10-8-15/h3-10,12-13,17,20,22H,11H2,1-2H3
Standard InCHIKey:	WRTVMPQUJJYFOB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2958

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	380
0.1-0.2	6910
0.2-0.3	6479
0.3-0.4	11678
0.4-0.5	3642
0.5-0.6	1599
0.6-0.7	192
0.7-0.8	10
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	0.7277	NPC121658
Intermediate Similarity	0.7277	NPC14651
Intermediate Similarity	0.7273	NPC206251
Intermediate Similarity	0.7273	NPC74382
Intermediate Similarity	0.7225	NPC476518
Intermediate Similarity	0.7194	NPC161887
Intermediate Similarity	0.7194	NPC266551
Intermediate Similarity	0.7172	NPC20249
Intermediate Similarity	0.7114	NPC134079
Intermediate Similarity	0.7107	NPC219963
Remote Similarity	0.6935	NPC470474
Remote Similarity	0.6897	NPC224327
Remote Similarity	0.6888	NPC111624
Remote Similarity	0.6884	NPC222592
Remote Similarity	0.6884	NPC168486
Remote Similarity	0.6875	NPC177404
Remote Similarity	0.6845	NPC226202
Remote Similarity	0.6845	NPC289786
Remote Similarity	0.6788	NPC124542
Remote Similarity	0.6788	NPC59779
Remote Similarity	0.6788	NPC471177
Remote Similarity	0.6761	NPC47059
Remote Similarity	0.6761	NPC329708
Remote Similarity	0.6761	NPC165349
Remote Similarity	0.6761	NPC264166
Remote Similarity	0.6761	NPC274291
Remote Similarity	0.6761	NPC118832
Remote Similarity	0.6746	NPC267928
Remote Similarity	0.6718	NPC471178
Remote Similarity	0.6683	NPC118776
Remote Similarity	0.6682	NPC288349
Remote Similarity	0.6619	NPC473053
Remote Similarity	0.6615	NPC48192
Remote Similarity	0.6603	NPC84853
Remote Similarity	0.6573	NPC19872
Remote Similarity	0.6573	NPC315957
Remote Similarity	0.657	NPC110741
Remote Similarity	0.6564	NPC25899
Remote Similarity	0.6526	NPC187558
Remote Similarity	0.6495	NPC121772
Remote Similarity	0.6476	NPC133140
Remote Similarity	0.6476	NPC195268
Remote Similarity	0.6473	NPC197141
Remote Similarity	0.6462	NPC469897
Remote Similarity	0.6455	NPC290689
Remote Similarity	0.6452	NPC476581
Remote Similarity	0.6452	NPC285558
Remote Similarity	0.6452	NPC16452
Remote Similarity	0.6452	NPC36229
Remote Similarity	0.6445	NPC307963
Remote Similarity	0.6441	NPC162530
Remote Similarity	0.6435	NPC314954
Remote Similarity	0.64	NPC1527
Remote Similarity	0.6392	NPC26872
Remote Similarity	0.6387	NPC220523
Remote Similarity	0.6381	NPC76748
Remote Similarity	0.638	NPC167860
Remote Similarity	0.638	NPC123976
Remote Similarity	0.6378	NPC26850
Remote Similarity	0.6373	NPC283152
Remote Similarity	0.6372	NPC4071
Remote Similarity	0.6372	NPC476582
Remote Similarity	0.6372	NPC476578
Remote Similarity	0.6368	NPC469592
Remote Similarity	0.6368	NPC471080
Remote Similarity	0.6368	NPC471323
Remote Similarity	0.6364	NPC475910
Remote Similarity	0.6352	NPC469554
Remote Similarity	0.6351	NPC92111
Remote Similarity	0.6347	NPC323345
Remote Similarity	0.6347	NPC470164
Remote Similarity	0.6341	NPC42979
Remote Similarity	0.6335	NPC469589
Remote Similarity	0.6333	NPC296527
Remote Similarity	0.6327	NPC469594
Remote Similarity	0.6325	NPC180504
Remote Similarity	0.6324	NPC224764
Remote Similarity	0.6323	NPC112206
Remote Similarity	0.6323	NPC202605
Remote Similarity	0.6323	NPC26679
Remote Similarity	0.6313	NPC285635
Remote Similarity	0.6313	NPC232727
Remote Similarity	0.6313	NPC31930
Remote Similarity	0.6308	NPC13880
Remote Similarity	0.6308	NPC251090
Remote Similarity	0.63	NPC193267
Remote Similarity	0.63	NPC213530
Remote Similarity	0.6298	NPC284559
Remote Similarity	0.6296	NPC287437
Remote Similarity	0.629	NPC308392
Remote Similarity	0.629	NPC287208
Remote Similarity	0.6273	NPC472111
Remote Similarity	0.6267	NPC153452
Remote Similarity	0.6256	NPC476138
Remote Similarity	0.6256	NPC475774
Remote Similarity	0.6256	NPC245816
Remote Similarity	0.625	NPC97367
Remote Similarity	0.625	NPC473057
Remote Similarity	0.625	NPC296482
Remote Similarity	0.625	NPC53069
Remote Similarity	0.625	NPC202768
Remote Similarity	0.625	NPC316224
Remote Similarity	0.6244	NPC473432
Remote Similarity	0.6244	NPC315257
Remote Similarity	0.6239	NPC201508
Remote Similarity	0.6229	NPC24802
Remote Similarity	0.6222	NPC476287
Remote Similarity	0.6216	NPC174421
Remote Similarity	0.6213	NPC101543
Remote Similarity	0.6207	NPC153467
Remote Similarity	0.62	NPC71079
Remote Similarity	0.6199	NPC471736
Remote Similarity	0.6193	NPC329747
Remote Similarity	0.6193	NPC176538
Remote Similarity	0.6193	NPC329793
Remote Similarity	0.6188	NPC185782
Remote Similarity	0.6186	NPC255800
Remote Similarity	0.6186	NPC96584
Remote Similarity	0.6186	NPC141053
Remote Similarity	0.6184	NPC473822
Remote Similarity	0.6184	NPC472168
Remote Similarity	0.6184	NPC314270
Remote Similarity	0.6183	NPC316756
Remote Similarity	0.6176	NPC258773
Remote Similarity	0.6174	NPC90019
Remote Similarity	0.6171	NPC313189
Remote Similarity	0.6169	NPC474217
Remote Similarity	0.6169	NPC118511
Remote Similarity	0.6165	NPC150048
Remote Similarity	0.6165	NPC203754
Remote Similarity	0.6165	NPC288943
Remote Similarity	0.6157	NPC168209
Remote Similarity	0.6154	NPC151489
Remote Similarity	0.615	NPC324203
Remote Similarity	0.615	NPC322976
Remote Similarity	0.615	NPC266931
Remote Similarity	0.615	NPC63338
Remote Similarity	0.6146	NPC470403
Remote Similarity	0.6146	NPC470404
Remote Similarity	0.6146	NPC470394
Remote Similarity	0.6143	NPC320394
Remote Similarity	0.614	NPC473513
Remote Similarity	0.6139	NPC85918
Remote Similarity	0.6133	NPC208284
Remote Similarity	0.6131	NPC138018
Remote Similarity	0.6129	NPC224928
Remote Similarity	0.6126	NPC318935
Remote Similarity	0.612	NPC135488
Remote Similarity	0.6119	NPC477019
Remote Similarity	0.6114	NPC173080
Remote Similarity	0.6111	NPC110151
Remote Similarity	0.6108	NPC278366
Remote Similarity	0.6108	NPC127730
Remote Similarity	0.6106	NPC171409
Remote Similarity	0.6106	NPC96405
Remote Similarity	0.6104	NPC310118
Remote Similarity	0.61	NPC84508
Remote Similarity	0.6096	NPC152768
Remote Similarity	0.6096	NPC148183
Remote Similarity	0.6096	NPC477110
Remote Similarity	0.6096	NPC170114
Remote Similarity	0.6096	NPC8022
Remote Similarity	0.6096	NPC470799
Remote Similarity	0.6094	NPC212766
Remote Similarity	0.6094	NPC289423
Remote Similarity	0.6091	NPC470586
Remote Similarity	0.6091	NPC472434
Remote Similarity	0.6091	NPC470504
Remote Similarity	0.6089	NPC263439
Remote Similarity	0.6085	NPC328029
Remote Similarity	0.6082	NPC470395
Remote Similarity	0.6081	NPC470500
Remote Similarity	0.6078	NPC216612
Remote Similarity	0.6078	NPC175150
Remote Similarity	0.6078	NPC243633
Remote Similarity	0.6071	NPC477111
Remote Similarity	0.6066	NPC284678
Remote Similarity	0.6065	NPC79293
Remote Similarity	0.6065	NPC279401
Remote Similarity	0.6061	NPC472099
Remote Similarity	0.6056	NPC66083
Remote Similarity	0.6053	NPC470549
Remote Similarity	0.6049	NPC75179
Remote Similarity	0.6049	NPC256828
Remote Similarity	0.6047	NPC469390
Remote Similarity	0.6044	NPC174672
Remote Similarity	0.6044	NPC174758
Remote Similarity	0.6039	NPC312872
Remote Similarity	0.6038	NPC42591
Remote Similarity	0.6035	NPC264176
Remote Similarity	0.6035	NPC316981
Remote Similarity	0.6029	NPC108469
Remote Similarity	0.6027	NPC135549
Remote Similarity	0.6027	NPC316403
Remote Similarity	0.6026	NPC274982
Remote Similarity	0.6018	NPC5145
Remote Similarity	0.6018	NPC11464
Remote Similarity	0.6017	NPC17565
Remote Similarity	0.601	NPC469813
Remote Similarity	0.601	NPC78375

Drug Structure

NPD2958 OpenBabel08211702562D 30 32 0 0 1 0 0 0 0 0999 V2000 -1.6796 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 2.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3939 0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3939 -0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4242 -0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3030 0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8485 1.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7879 1.6796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3333 2.5193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 2.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 1.4545 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8398 2.4242 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.8788 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3333 0.8398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9394 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 2.4242 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8398 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3030 2.5193 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 2.4242 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9697 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 1.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9697 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9091 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8485 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 0.9697 0.0000 S 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 3.3591 2.9091 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3591 0.9697 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 5 1 0 0 0 0 3 14 2 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 17 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 26 1 0 0 0 0 16 28 1 0 0 0 0 17 18 1 0 0 0 0 17 25 1 0 0 0 0 18 21 1 0 0 0 0 18 27 2 0 0 0 0 20 22 1 0 0 0 0 20 29 1 0 0 0 0 21 28 1 0 0 0 0 22 30 1 0 0 0 0 23 28 2 0 0 0 0 24 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000169
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3050430
ChEBI
CAS Number

Drug Properties

Molecular Weight	423.09
ALogP	-1.4935
MLogP	2.34
XLogP	2.699
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	141.46
RO5 Violation	0