NPASS drugs

Drug Information

Drug ID:	NPD983
Drug Name:
Molecular Formula:	C13H13N5O2
Canonical SMILES:	CCCOc1ccccc1c1nc(O)c2c(n1)[nH]nn2
Standard InCHI:	InChI=1S/C13H13N5O2/c1-2-7-20-9-6-4-3-5-8(9)11-14-12-10(13(19)15-11)16-18-17-12/h3-6H,2,7H2,1H3,(H2,14,15,16,17,18,19)
Standard InCHIKey:	REZGGXNDEMKIQB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD983

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	477
0.1-0.2	5309
0.2-0.3	7893
0.3-0.4	9771
0.4-0.5	5904
0.5-0.6	1249
0.6-0.7	269
0.7-0.8	18
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	0.7464	NPC230805
Intermediate Similarity	0.726	NPC144114
Intermediate Similarity	0.7253	NPC160666
Intermediate Similarity	0.7241	NPC278874
Intermediate Similarity	0.7231	NPC472067
Intermediate Similarity	0.7231	NPC472031
Intermediate Similarity	0.7231	NPC472066
Intermediate Similarity	0.722	NPC472068
Intermediate Similarity	0.7171	NPC476688
Intermediate Similarity	0.7171	NPC105758
Intermediate Similarity	0.7171	NPC476686
Intermediate Similarity	0.7136	NPC208060
Intermediate Similarity	0.7124	NPC187145
Intermediate Similarity	0.7118	NPC250178
Intermediate Similarity	0.7095	NPC477891
Intermediate Similarity	0.708	NPC471603
Intermediate Similarity	0.7078	NPC18487
Intermediate Similarity	0.7044	NPC224632
Remote Similarity	0.6987	NPC8022
Remote Similarity	0.6987	NPC470799
Remote Similarity	0.692	NPC115595
Remote Similarity	0.6911	NPC9729
Remote Similarity	0.6898	NPC110741
Remote Similarity	0.6897	NPC48317
Remote Similarity	0.6892	NPC19872
Remote Similarity	0.6883	NPC51854
Remote Similarity	0.686	NPC30540
Remote Similarity	0.68	NPC223427
Remote Similarity	0.6798	NPC209769
Remote Similarity	0.6794	NPC164664
Remote Similarity	0.6792	NPC283152
Remote Similarity	0.678	NPC130570
Remote Similarity	0.6757	NPC267928
Remote Similarity	0.6743	NPC472289
Remote Similarity	0.6742	NPC280638
Remote Similarity	0.6725	NPC185782
Remote Similarity	0.671	NPC26679
Remote Similarity	0.6682	NPC42591
Remote Similarity	0.6667	NPC288943
Remote Similarity	0.6667	NPC242923
Remote Similarity	0.6652	NPC50511
Remote Similarity	0.6652	NPC245816
Remote Similarity	0.6652	NPC476138
Remote Similarity	0.662	NPC118776
Remote Similarity	0.661	NPC213530
Remote Similarity	0.661	NPC193267
Remote Similarity	0.6609	NPC476287
Remote Similarity	0.6608	NPC475085
Remote Similarity	0.6608	NPC475112
Remote Similarity	0.6608	NPC291535
Remote Similarity	0.6607	NPC243834
Remote Similarity	0.6607	NPC70956
Remote Similarity	0.6579	NPC103388
Remote Similarity	0.6564	NPC232727
Remote Similarity	0.6562	NPC150447
Remote Similarity	0.6557	NPC180504
Remote Similarity	0.6555	NPC177404
Remote Similarity	0.655	NPC470930
Remote Similarity	0.6549	NPC128823
Remote Similarity	0.6549	NPC476167
Remote Similarity	0.6545	NPC66083
Remote Similarity	0.6545	NPC254762
Remote Similarity	0.6544	NPC474798
Remote Similarity	0.6544	NPC161887
Remote Similarity	0.6529	NPC315822
Remote Similarity	0.6522	NPC476106
Remote Similarity	0.652	NPC121772
Remote Similarity	0.6505	NPC26872
Remote Similarity	0.6504	NPC192315
Remote Similarity	0.649	NPC26850
Remote Similarity	0.6485	NPC310118
Remote Similarity	0.6484	NPC62069
Remote Similarity	0.6473	NPC475190
Remote Similarity	0.6473	NPC471615
Remote Similarity	0.6471	NPC473179
Remote Similarity	0.6468	NPC219963
Remote Similarity	0.6466	NPC287208
Remote Similarity	0.6447	NPC176538
Remote Similarity	0.6445	NPC118511
Remote Similarity	0.644	NPC171393
Remote Similarity	0.644	NPC295452
Remote Similarity	0.6432	NPC72211
Remote Similarity	0.642	NPC110151
Remote Similarity	0.6414	NPC62995
Remote Similarity	0.641	NPC113369
Remote Similarity	0.6408	NPC21461
Remote Similarity	0.6407	NPC470500
Remote Similarity	0.6402	NPC477888
Remote Similarity	0.6398	NPC471080
Remote Similarity	0.6398	NPC469592
Remote Similarity	0.6395	NPC476465
Remote Similarity	0.6393	NPC314954
Remote Similarity	0.6393	NPC314394
Remote Similarity	0.6393	NPC266551
Remote Similarity	0.6392	NPC56271
Remote Similarity	0.6379	NPC471736
Remote Similarity	0.6379	NPC202503
Remote Similarity	0.6379	NPC304183
Remote Similarity	0.6368	NPC242928
Remote Similarity	0.6356	NPC48353
Remote Similarity	0.6355	NPC1527
Remote Similarity	0.6352	NPC193777
Remote Similarity	0.6351	NPC314573
Remote Similarity	0.6349	NPC60621
Remote Similarity	0.6349	NPC316756
Remote Similarity	0.6349	NPC477532
Remote Similarity	0.6348	NPC470586
Remote Similarity	0.6345	NPC288349
Remote Similarity	0.6344	NPC70259
Remote Similarity	0.6343	NPC474409
Remote Similarity	0.634	NPC167860
Remote Similarity	0.634	NPC123976
Remote Similarity	0.634	NPC11464
Remote Similarity	0.6335	NPC84478
Remote Similarity	0.6332	NPC63109
Remote Similarity	0.6327	NPC226202
Remote Similarity	0.6327	NPC79293
Remote Similarity	0.6327	NPC279401
Remote Similarity	0.6325	NPC470931
Remote Similarity	0.6325	NPC475910
Remote Similarity	0.632	NPC199277
Remote Similarity	0.632	NPC135887
Remote Similarity	0.6316	NPC469554
Remote Similarity	0.6311	NPC2497
Remote Similarity	0.6311	NPC469390
Remote Similarity	0.631	NPC39092
Remote Similarity	0.63	NPC131017
Remote Similarity	0.63	NPC205934
Remote Similarity	0.63	NPC43787
Remote Similarity	0.6298	NPC174672
Remote Similarity	0.6296	NPC205372
Remote Similarity	0.6293	NPC162484
Remote Similarity	0.6292	NPC469594
Remote Similarity	0.6289	NPC165964
Remote Similarity	0.6286	NPC473185
Remote Similarity	0.6286	NPC107160
Remote Similarity	0.6283	NPC324149
Remote Similarity	0.6278	NPC61350
Remote Similarity	0.6272	NPC242209
Remote Similarity	0.6271	NPC5145
Remote Similarity	0.6267	NPC471593
Remote Similarity	0.6266	NPC308906
Remote Similarity	0.6265	NPC182222
Remote Similarity	0.6265	NPC208898
Remote Similarity	0.6261	NPC284678
Remote Similarity	0.6256	NPC84853
Remote Similarity	0.625	NPC101543
Remote Similarity	0.625	NPC66815
Remote Similarity	0.625	NPC314552
Remote Similarity	0.6245	NPC103687
Remote Similarity	0.6245	NPC132631
Remote Similarity	0.6244	NPC79911
Remote Similarity	0.6239	NPC317054
Remote Similarity	0.6233	NPC20249
Remote Similarity	0.6229	NPC469589
Remote Similarity	0.6221	NPC14651
Remote Similarity	0.6221	NPC121658
Remote Similarity	0.622	NPC477805
Remote Similarity	0.622	NPC477796
Remote Similarity	0.622	NPC477806
Remote Similarity	0.622	NPC477795
Remote Similarity	0.6218	NPC203168
Remote Similarity	0.6216	NPC212535
Remote Similarity	0.6216	NPC176127
Remote Similarity	0.6216	NPC48938
Remote Similarity	0.6207	NPC476044
Remote Similarity	0.6207	NPC267423
Remote Similarity	0.6204	NPC179287
Remote Similarity	0.6203	NPC219664
Remote Similarity	0.6199	NPC168486
Remote Similarity	0.6199	NPC222592
Remote Similarity	0.6198	NPC148409
Remote Similarity	0.6198	NPC292958
Remote Similarity	0.6197	NPC120798
Remote Similarity	0.6197	NPC285635
Remote Similarity	0.6194	NPC237978
Remote Similarity	0.6194	NPC252251
Remote Similarity	0.6194	NPC471762
Remote Similarity	0.619	NPC187558
Remote Similarity	0.6189	NPC46970
Remote Similarity	0.6183	NPC74619
Remote Similarity	0.6175	NPC476518
Remote Similarity	0.6173	NPC132642
Remote Similarity	0.6173	NPC128115
Remote Similarity	0.617	NPC472111
Remote Similarity	0.6164	NPC329747
Remote Similarity	0.6161	NPC94943
Remote Similarity	0.616	NPC473182
Remote Similarity	0.616	NPC174758
Remote Similarity	0.6157	NPC247803
Remote Similarity	0.6154	NPC114209
Remote Similarity	0.6154	NPC475774
Remote Similarity	0.6154	NPC72980
Remote Similarity	0.6154	NPC257851
Remote Similarity	0.6151	NPC473180
Remote Similarity	0.6145	NPC477531
Remote Similarity	0.6145	NPC258048
Remote Similarity	0.6141	NPC148183
Remote Similarity	0.6141	NPC152768
Remote Similarity	0.614	NPC141915

Drug Structure

NPD983 OpenBabel08201723592D 22 24 0 0 0 0 0 0 0 0999 V2000 4.1369 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 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 2.4049 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 7 20 1 0 0 0 0 8 9 1 0 0 0 0 8 11 1 0 0 0 0 9 20 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 16 18 2 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004208
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5722
ChEBI
CAS Number

Drug Properties

Molecular Weight	271.11
ALogP	-1.2599
MLogP	2.12
XLogP	2.599
HDA	5
HBD	2
Rotatable Bonds	6
TPSA	96.81
RO5 Violation	0