NPASS drugs

Drug Information

Drug ID:	NPD1234
Drug Name:	RS-8359
Molecular Formula:	C14H12N4O
Canonical SMILES:	N#Cc1ccc(cc1)Nc1ncnc2c1CCC2O
Standard InCHI:	InChI=1S/C14H12N4O/c15-7-9-1-3-10(4-2-9)18-14-11-5-6-12(19)13(11)16-8-17-14/h1-4,8,12,19H,5-6H2,(H,16,17,18)
Standard InCHIKey:	YKTSVZRWKHWINV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1234

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	391
0.1-0.2	5074
0.2-0.3	12217
0.3-0.4	8845
0.4-0.5	2206
0.5-0.6	1870
0.6-0.7	276
0.7-0.8	11
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	0.7366	NPC164664
Intermediate Similarity	0.7282	NPC472289
Intermediate Similarity	0.7128	NPC278874
Intermediate Similarity	0.7104	NPC120070
Intermediate Similarity	0.7089	NPC250178
Intermediate Similarity	0.7053	NPC476688
Intermediate Similarity	0.7053	NPC476686
Intermediate Similarity	0.7053	NPC105758
Intermediate Similarity	0.7037	NPC130570
Intermediate Similarity	0.7016	NPC208060
Intermediate Similarity	0.7005	NPC224632
Remote Similarity	0.6974	NPC477891
Remote Similarity	0.6941	NPC107160
Remote Similarity	0.6888	NPC144114
Remote Similarity	0.6887	NPC471603
Remote Similarity	0.685	NPC230805
Remote Similarity	0.6789	NPC162268
Remote Similarity	0.6768	NPC48938
Remote Similarity	0.6717	NPC314394
Remote Similarity	0.6716	NPC254762
Remote Similarity	0.6702	NPC102423
Remote Similarity	0.6696	NPC160666
Remote Similarity	0.6696	NPC21461
Remote Similarity	0.6684	NPC150048
Remote Similarity	0.6684	NPC203754
Remote Similarity	0.6667	NPC212742
Remote Similarity	0.6633	NPC317054
Remote Similarity	0.6632	NPC49217
Remote Similarity	0.6631	NPC469975
Remote Similarity	0.6615	NPC158129
Remote Similarity	0.6614	NPC141353
Remote Similarity	0.6613	NPC282531
Remote Similarity	0.661	NPC256893
Remote Similarity	0.6597	NPC131718
Remote Similarity	0.6579	NPC138018
Remote Similarity	0.656	NPC147983
Remote Similarity	0.656	NPC477110
Remote Similarity	0.656	NPC177996
Remote Similarity	0.6545	NPC230869
Remote Similarity	0.6544	NPC282247
Remote Similarity	0.6538	NPC208751
Remote Similarity	0.6535	NPC158055
Remote Similarity	0.6518	NPC103687
Remote Similarity	0.6518	NPC132631
Remote Similarity	0.651	NPC324203
Remote Similarity	0.651	NPC322976
Remote Similarity	0.651	NPC63338
Remote Similarity	0.6497	NPC313791
Remote Similarity	0.6495	NPC41333
Remote Similarity	0.649	NPC242209
Remote Similarity	0.6485	NPC207851
Remote Similarity	0.6477	NPC165370
Remote Similarity	0.6477	NPC306397
Remote Similarity	0.6455	NPC153769
Remote Similarity	0.6453	NPC188387
Remote Similarity	0.6453	NPC163421
Remote Similarity	0.6449	NPC477113
Remote Similarity	0.6438	NPC171393
Remote Similarity	0.6438	NPC295452
Remote Similarity	0.6432	NPC103388
Remote Similarity	0.6414	NPC34508
Remote Similarity	0.6406	NPC5145
Remote Similarity	0.6394	NPC329541
Remote Similarity	0.6394	NPC474177
Remote Similarity	0.6389	NPC477111
Remote Similarity	0.6387	NPC63562
Remote Similarity	0.6384	NPC212125
Remote Similarity	0.6378	NPC54988
Remote Similarity	0.6373	NPC300238
Remote Similarity	0.6364	NPC470498
Remote Similarity	0.6364	NPC133366
Remote Similarity	0.6355	NPC220765
Remote Similarity	0.635	NPC134586
Remote Similarity	0.6349	NPC288445
Remote Similarity	0.6346	NPC477166
Remote Similarity	0.6346	NPC304187
Remote Similarity	0.6345	NPC317430
Remote Similarity	0.6345	NPC319456
Remote Similarity	0.633	NPC161292
Remote Similarity	0.6329	NPC95783
Remote Similarity	0.6326	NPC470505
Remote Similarity	0.6326	NPC470500
Remote Similarity	0.6324	NPC284559
Remote Similarity	0.6324	NPC204717
Remote Similarity	0.6324	NPC284678
Remote Similarity	0.6321	NPC132680
Remote Similarity	0.6321	NPC269919
Remote Similarity	0.6318	NPC56271
Remote Similarity	0.6318	NPC211997
Remote Similarity	0.6318	NPC184964
Remote Similarity	0.6313	NPC222174
Remote Similarity	0.6313	NPC314957
Remote Similarity	0.6313	NPC314940
Remote Similarity	0.6313	NPC126481
Remote Similarity	0.6313	NPC473764
Remote Similarity	0.6311	NPC317030
Remote Similarity	0.6305	NPC233936
Remote Similarity	0.63	NPC329688
Remote Similarity	0.63	NPC189812
Remote Similarity	0.6298	NPC39092
Remote Similarity	0.6296	NPC114209
Remote Similarity	0.6294	NPC168702
Remote Similarity	0.6294	NPC125659
Remote Similarity	0.6293	NPC314002
Remote Similarity	0.6287	NPC270009
Remote Similarity	0.6284	NPC328029
Remote Similarity	0.6284	NPC29702
Remote Similarity	0.6277	NPC159856
Remote Similarity	0.6276	NPC78375
Remote Similarity	0.6276	NPC311276
Remote Similarity	0.6276	NPC469813
Remote Similarity	0.6276	NPC97367
Remote Similarity	0.6276	NPC476446
Remote Similarity	0.6276	NPC476118
Remote Similarity	0.6269	NPC469785
Remote Similarity	0.6262	NPC171171
Remote Similarity	0.6262	NPC474707
Remote Similarity	0.6256	NPC279918
Remote Similarity	0.6256	NPC478032
Remote Similarity	0.625	NPC259545
Remote Similarity	0.6244	NPC471178
Remote Similarity	0.6244	NPC33382
Remote Similarity	0.6239	NPC30540
Remote Similarity	0.6239	NPC71238
Remote Similarity	0.6238	NPC96890
Remote Similarity	0.6237	NPC469762
Remote Similarity	0.6232	NPC204565
Remote Similarity	0.6232	NPC46580
Remote Similarity	0.6231	NPC256828
Remote Similarity	0.6227	NPC242923
Remote Similarity	0.6225	NPC192270
Remote Similarity	0.6224	NPC282231
Remote Similarity	0.6214	NPC15102
Remote Similarity	0.6212	NPC98187
Remote Similarity	0.6207	NPC472443
Remote Similarity	0.6203	NPC60553
Remote Similarity	0.6202	NPC65215
Remote Similarity	0.6202	NPC173028
Remote Similarity	0.6197	NPC192315
Remote Similarity	0.6195	NPC473317
Remote Similarity	0.6195	NPC19679
Remote Similarity	0.6193	NPC40779
Remote Similarity	0.6193	NPC263439
Remote Similarity	0.619	NPC99666
Remote Similarity	0.6174	NPC156003
Remote Similarity	0.6168	NPC476167
Remote Similarity	0.6165	NPC285923
Remote Similarity	0.6164	NPC18348
Remote Similarity	0.6163	NPC74619
Remote Similarity	0.6158	NPC220523
Remote Similarity	0.6157	NPC328596
Remote Similarity	0.6157	NPC328318
Remote Similarity	0.6154	NPC54981
Remote Similarity	0.6154	NPC471322
Remote Similarity	0.6154	NPC324611
Remote Similarity	0.615	NPC77555
Remote Similarity	0.6146	NPC105818
Remote Similarity	0.6146	NPC24678
Remote Similarity	0.6142	NPC471177
Remote Similarity	0.6142	NPC124542
Remote Similarity	0.6142	NPC59779
Remote Similarity	0.6138	NPC471323
Remote Similarity	0.6135	NPC62510
Remote Similarity	0.6134	NPC470507
Remote Similarity	0.6131	NPC160105
Remote Similarity	0.6131	NPC474561
Remote Similarity	0.6131	NPC49954
Remote Similarity	0.6127	NPC88363
Remote Similarity	0.6127	NPC232340
Remote Similarity	0.6122	NPC84508
Remote Similarity	0.6121	NPC265576
Remote Similarity	0.6119	NPC243850
Remote Similarity	0.6119	NPC89562
Remote Similarity	0.6119	NPC252590
Remote Similarity	0.6117	NPC472444
Remote Similarity	0.6117	NPC469358
Remote Similarity	0.6116	NPC62995
Remote Similarity	0.6114	NPC324149
Remote Similarity	0.6114	NPC473342
Remote Similarity	0.6114	NPC125597
Remote Similarity	0.6114	NPC477167
Remote Similarity	0.6111	NPC159319
Remote Similarity	0.6111	NPC32028
Remote Similarity	0.6111	NPC54537
Remote Similarity	0.6111	NPC211187
Remote Similarity	0.6106	NPC315555
Remote Similarity	0.6106	NPC48317
Remote Similarity	0.6105	NPC314372
Remote Similarity	0.6105	NPC204141
Remote Similarity	0.6103	NPC251090
Remote Similarity	0.6103	NPC13880
Remote Similarity	0.6101	NPC475070
Remote Similarity	0.61	NPC63751
Remote Similarity	0.6099	NPC282398
Remote Similarity	0.6098	NPC150447
Remote Similarity	0.6095	NPC3715
Remote Similarity	0.6091	NPC470204
Remote Similarity	0.6091	NPC473320
Remote Similarity	0.6089	NPC474409
Remote Similarity	0.6089	NPC313730

Drug Structure

NPD1234 OpenBabel08211700192D 21 23 0 0 1 0 0 0 0 0999 V2000 3.4641 -2.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 -3.0827 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 -0.5000 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 2.5981 -0.5000 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 0.2079 -2.9781 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 -3.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4394 -3.5134 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 9 2 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 10 2 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 15 3 0 0 0 0 8 16 2 0 0 0 0 8 17 1 0 0 0 0 10 18 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB017034
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	252.10
ALogP	-1.122
MLogP	2.45
XLogP	1.606
HDA	5
HBD	2
Rotatable Bonds	3
TPSA	81.83
RO5 Violation	0