NPASS drugs

Drug Information

Drug ID:	NPD4990
Drug Name:
Molecular Formula:	C22H23N3O2S
Canonical SMILES:	Cc1nccn1c1ccc(cc1)Sc1cccc(c1)C1(CCOCC1)C(=N)O
Standard InCHI:	InChI=1S/C22H23N3O2S/c1-16-24-11-12-25(16)18-5-7-19(8-6-18)28-20-4-2-3-17(15-20)22(21(23)26)9-13-27-14-10-22/h2-8,11-12,15H,9-10,13-14H2,1H3,(H2,23,26)
Standard InCHIKey:	VPTONMHDLLMOOV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4990

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	354
0.1-0.2	2336
0.2-0.3	12913
0.3-0.4	11075
0.4-0.5	1942
0.5-0.6	1684
0.6-0.7	582
0.7-0.8	4
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	0.767	NPC469308
Intermediate Similarity	0.7629	NPC317054
Intermediate Similarity	0.7198	NPC39092
Intermediate Similarity	0.7156	NPC471603
Remote Similarity	0.6919	NPC311276
Remote Similarity	0.6893	NPC163055
Remote Similarity	0.6888	NPC129721
Remote Similarity	0.6878	NPC54981
Remote Similarity	0.6866	NPC91895
Remote Similarity	0.6863	NPC248454
Remote Similarity	0.6816	NPC282247
Remote Similarity	0.6816	NPC201700
Remote Similarity	0.6812	NPC48938
Remote Similarity	0.681	NPC472289
Remote Similarity	0.6802	NPC469762
Remote Similarity	0.6802	NPC242923
Remote Similarity	0.6784	NPC470203
Remote Similarity	0.678	NPC151939
Remote Similarity	0.6769	NPC469975
Remote Similarity	0.6753	NPC107160
Remote Similarity	0.6752	NPC63279
Remote Similarity	0.6751	NPC469785
Remote Similarity	0.6746	NPC62510
Remote Similarity	0.6742	NPC71238
Remote Similarity	0.6735	NPC469760
Remote Similarity	0.6735	NPC469763
Remote Similarity	0.6735	NPC73952
Remote Similarity	0.6735	NPC469786
Remote Similarity	0.6735	NPC25008
Remote Similarity	0.6735	NPC469765
Remote Similarity	0.6735	NPC259644
Remote Similarity	0.6734	NPC470204
Remote Similarity	0.6733	NPC63751
Remote Similarity	0.6723	NPC297642
Remote Similarity	0.6716	NPC314557
Remote Similarity	0.6701	NPC114209
Remote Similarity	0.6701	NPC211572
Remote Similarity	0.6701	NPC212376
Remote Similarity	0.6701	NPC476219
Remote Similarity	0.6701	NPC80597
Remote Similarity	0.6701	NPC75540
Remote Similarity	0.6701	NPC70922
Remote Similarity	0.67	NPC225018
Remote Similarity	0.6699	NPC284678
Remote Similarity	0.6697	NPC54537
Remote Similarity	0.6696	NPC130570
Remote Similarity	0.6667	NPC478182
Remote Similarity	0.665	NPC81229
Remote Similarity	0.665	NPC315715
Remote Similarity	0.665	NPC255229
Remote Similarity	0.6636	NPC474916
Remote Similarity	0.6636	NPC324149
Remote Similarity	0.6636	NPC212213
Remote Similarity	0.6635	NPC300688
Remote Similarity	0.6624	NPC470730
Remote Similarity	0.6624	NPC69843
Remote Similarity	0.6624	NPC477176
Remote Similarity	0.6624	NPC477175
Remote Similarity	0.6624	NPC470729
Remote Similarity	0.662	NPC95783
Remote Similarity	0.6616	NPC476297
Remote Similarity	0.6615	NPC470111
Remote Similarity	0.6602	NPC469938
Remote Similarity	0.6601	NPC49954
Remote Similarity	0.6601	NPC474561
Remote Similarity	0.66	NPC230869
Remote Similarity	0.6596	NPC475859
Remote Similarity	0.6596	NPC474877
Remote Similarity	0.6596	NPC477177
Remote Similarity	0.6596	NPC475969
Remote Similarity	0.6594	NPC250178
Remote Similarity	0.659	NPC272483
Remote Similarity	0.6588	NPC15102
Remote Similarity	0.6588	NPC188387
Remote Similarity	0.6588	NPC163421
Remote Similarity	0.6584	NPC478184
Remote Similarity	0.6584	NPC40779
Remote Similarity	0.6571	NPC472109
Remote Similarity	0.6571	NPC472110
Remote Similarity	0.657	NPC24594
Remote Similarity	0.657	NPC472122
Remote Similarity	0.6569	NPC317430
Remote Similarity	0.6568	NPC165743
Remote Similarity	0.6567	NPC122141
Remote Similarity	0.6566	NPC325903
Remote Similarity	0.656	NPC239954
Remote Similarity	0.656	NPC265576
Remote Similarity	0.6557	NPC94752
Remote Similarity	0.6555	NPC24864
Remote Similarity	0.6538	NPC211997
Remote Similarity	0.6538	NPC68354
Remote Similarity	0.6538	NPC59269
Remote Similarity	0.6535	NPC470731
Remote Similarity	0.6535	NPC282231
Remote Similarity	0.6535	NPC470732
Remote Similarity	0.6532	NPC470500
Remote Similarity	0.6532	NPC475070
Remote Similarity	0.6531	NPC201380
Remote Similarity	0.6531	NPC179787
Remote Similarity	0.6528	NPC198673
Remote Similarity	0.6525	NPC160666
Remote Similarity	0.6524	NPC477891
Remote Similarity	0.6522	NPC275305
Remote Similarity	0.6522	NPC37423
Remote Similarity	0.6522	NPC308906
Remote Similarity	0.652	NPC54988
Remote Similarity	0.652	NPC49217
Remote Similarity	0.652	NPC160105
Remote Similarity	0.6517	NPC293487
Remote Similarity	0.6517	NPC300238
Remote Similarity	0.6515	NPC216713
Remote Similarity	0.6513	NPC314372
Remote Similarity	0.6513	NPC158055
Remote Similarity	0.6507	NPC213468
Remote Similarity	0.6507	NPC248462
Remote Similarity	0.6507	NPC133261
Remote Similarity	0.6505	NPC158129
Remote Similarity	0.6502	NPC78375
Remote Similarity	0.6502	NPC469813
Remote Similarity	0.6502	NPC194640
Remote Similarity	0.6502	NPC476446
Remote Similarity	0.6502	NPC102423
Remote Similarity	0.6498	NPC294693
Remote Similarity	0.6497	NPC321911
Remote Similarity	0.6497	NPC282531
Remote Similarity	0.649	NPC134586
Remote Similarity	0.6485	NPC131718
Remote Similarity	0.6485	NPC279918
Remote Similarity	0.6484	NPC168911
Remote Similarity	0.648	NPC63545
Remote Similarity	0.6479	NPC62749
Remote Similarity	0.6476	NPC16659
Remote Similarity	0.6476	NPC187827
Remote Similarity	0.6476	NPC472105
Remote Similarity	0.6473	NPC208060
Remote Similarity	0.6473	NPC313791
Remote Similarity	0.6473	NPC314603
Remote Similarity	0.6465	NPC40070
Remote Similarity	0.6462	NPC472294
Remote Similarity	0.6462	NPC108011
Remote Similarity	0.646	NPC5145
Remote Similarity	0.6459	NPC326575
Remote Similarity	0.6457	NPC470505
Remote Similarity	0.6456	NPC194411
Remote Similarity	0.6456	NPC21461
Remote Similarity	0.6453	NPC19170
Remote Similarity	0.6449	NPC204565
Remote Similarity	0.6447	NPC469811
Remote Similarity	0.6447	NPC471957
Remote Similarity	0.6445	NPC71037
Remote Similarity	0.6445	NPC233936
Remote Similarity	0.6441	NPC193761
Remote Similarity	0.6441	NPC156003
Remote Similarity	0.6439	NPC478183
Remote Similarity	0.6438	NPC253987
Remote Similarity	0.6429	NPC475288
Remote Similarity	0.6429	NPC12649
Remote Similarity	0.6429	NPC265710
Remote Similarity	0.6425	NPC104483
Remote Similarity	0.642	NPC171393
Remote Similarity	0.642	NPC295452
Remote Similarity	0.6419	NPC173028
Remote Similarity	0.6419	NPC65215
Remote Similarity	0.6415	NPC472108
Remote Similarity	0.6415	NPC19679
Remote Similarity	0.6415	NPC139291
Remote Similarity	0.6414	NPC150447
Remote Similarity	0.6411	NPC203754
Remote Similarity	0.6411	NPC150048
Remote Similarity	0.641	NPC190296
Remote Similarity	0.6408	NPC477418
Remote Similarity	0.6408	NPC477420
Remote Similarity	0.6406	NPC477167
Remote Similarity	0.6406	NPC473342
Remote Similarity	0.6406	NPC314102
Remote Similarity	0.6406	NPC251722
Remote Similarity	0.6404	NPC110602
Remote Similarity	0.6404	NPC153980
Remote Similarity	0.6404	NPC31385
Remote Similarity	0.6404	NPC6865
Remote Similarity	0.6404	NPC75726
Remote Similarity	0.6394	NPC472123
Remote Similarity	0.6391	NPC251936
Remote Similarity	0.6391	NPC471192
Remote Similarity	0.639	NPC477975
Remote Similarity	0.6386	NPC236711
Remote Similarity	0.6382	NPC105818
Remote Similarity	0.6382	NPC24678
Remote Similarity	0.6381	NPC64436
Remote Similarity	0.638	NPC81535
Remote Similarity	0.6377	NPC164664
Remote Similarity	0.6377	NPC32534
Remote Similarity	0.6376	NPC54744
Remote Similarity	0.6373	NPC478185
Remote Similarity	0.6372	NPC66699
Remote Similarity	0.6372	NPC116555
Remote Similarity	0.6372	NPC317030
Remote Similarity	0.6371	NPC297862
Remote Similarity	0.6368	NPC307191
Remote Similarity	0.6368	NPC144114

Drug Structure

NPD4990 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 0.6386 -1.6637 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 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 0.8660 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 1.7321 2.0000 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 5.4550 -1.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2302 -0.7412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7479 -2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5231 -1.4483 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 -0.1045 -0.9945 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 2.5981 1.5000 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 6.1200 -1.3827 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 6.2506 -2.3741 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 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 6.9134 -0.7739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7819 -2.4142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.1744 -2.7568 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8373 -1.1566 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 17 1 0 0 0 0 4 20 2 0 0 0 0 5 7 1 0 0 0 0 5 18 2 0 0 0 0 6 8 2 0 0 0 0 6 18 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 13 1 0 0 0 0 9 22 1 0 0 0 0 10 14 1 0 0 0 0 10 22 1 0 0 0 0 11 12 2 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 27 1 0 0 0 0 14 27 1 0 0 0 0 15 17 2 0 0 0 0 15 20 1 0 0 0 0 16 24 2 0 0 0 0 16 25 1 0 0 0 0 17 22 1 0 0 0 0 18 25 1 0 0 0 0 19 28 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 21 23 2 0 0 0 0 21 26 1 0 0 0 0 23 29 1 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000754
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9821945
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.15
ALogP	0.584
MLogP	3.22
XLogP	5.023
HDA	5
HBD	2
Rotatable Bonds	7
TPSA	95.91
RO5 Violation	1