NPASS drugs

Drug Information

Drug ID:	NPD1953
Drug Name:	INOC-005
Molecular Formula:	C16H15N3O3
Canonical SMILES:	OCCN=c1c2ccccc2[nH]c2c1c(ccc2C)N(=O)=O
Standard InCHI:	InChI=1S/C16H15N3O3/c1-10-6-7-13(19(21)22)14-15(10)18-12-5-3-2-4-11(12)16(14)17-8-9-20/h2-7,20H,8-9H2,1H3,(H,17,18)
Standard InCHIKey:	HTYYUAULNMXRJR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1953

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	152
0.1-0.2	2193
0.2-0.3	11264
0.3-0.4	12085
0.4-0.5	3135
0.5-0.6	1715
0.6-0.7	345
0.7-0.8	1
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	0.7634	NPC302790
Remote Similarity	0.6986	NPC122718
Remote Similarity	0.6978	NPC187036
Remote Similarity	0.6937	NPC475763
Remote Similarity	0.6914	NPC38736
Remote Similarity	0.6901	NPC313449
Remote Similarity	0.6892	NPC476950
Remote Similarity	0.6875	NPC124005
Remote Similarity	0.6828	NPC215519
Remote Similarity	0.681	NPC470507
Remote Similarity	0.6792	NPC264589
Remote Similarity	0.6784	NPC329688
Remote Similarity	0.6784	NPC189812
Remote Similarity	0.6783	NPC192209
Remote Similarity	0.675	NPC129042
Remote Similarity	0.6738	NPC296163
Remote Similarity	0.6725	NPC34508
Remote Similarity	0.6707	NPC16667
Remote Similarity	0.6667	NPC37548
Remote Similarity	0.6667	NPC291610
Remote Similarity	0.6667	NPC184476
Remote Similarity	0.6667	NPC187951
Remote Similarity	0.6667	NPC179365
Remote Similarity	0.6647	NPC473320
Remote Similarity	0.6627	NPC470508
Remote Similarity	0.6625	NPC242556
Remote Similarity	0.662	NPC314141
Remote Similarity	0.6609	NPC68354
Remote Similarity	0.6605	NPC21605
Remote Similarity	0.6592	NPC317030
Remote Similarity	0.6575	NPC54102
Remote Similarity	0.6575	NPC162689
Remote Similarity	0.6571	NPC270009
Remote Similarity	0.6568	NPC328270
Remote Similarity	0.6564	NPC318086
Remote Similarity	0.6561	NPC251722
Remote Similarity	0.6561	NPC314102
Remote Similarity	0.6558	NPC475450
Remote Similarity	0.6558	NPC256893
Remote Similarity	0.6556	NPC478079
Remote Similarity	0.6552	NPC148140
Remote Similarity	0.6547	NPC79618
Remote Similarity	0.6547	NPC434
Remote Similarity	0.6541	NPC59084
Remote Similarity	0.6538	NPC198988
Remote Similarity	0.6536	NPC474707
Remote Similarity	0.6536	NPC473587
Remote Similarity	0.6528	NPC288232
Remote Similarity	0.6524	NPC33421
Remote Similarity	0.6519	NPC243162
Remote Similarity	0.6516	NPC313352
Remote Similarity	0.6516	NPC473930
Remote Similarity	0.6512	NPC280548
Remote Similarity	0.6507	NPC81561
Remote Similarity	0.65	NPC63157
Remote Similarity	0.65	NPC473868
Remote Similarity	0.65	NPC204565
Remote Similarity	0.6497	NPC325252
Remote Similarity	0.6497	NPC192270
Remote Similarity	0.6494	NPC476685
Remote Similarity	0.6494	NPC475428
Remote Similarity	0.6494	NPC22079
Remote Similarity	0.6494	NPC476689
Remote Similarity	0.6494	NPC476687
Remote Similarity	0.6494	NPC275305
Remote Similarity	0.6494	NPC37423
Remote Similarity	0.6488	NPC67056
Remote Similarity	0.6488	NPC6436
Remote Similarity	0.6486	NPC475915
Remote Similarity	0.6481	NPC470440
Remote Similarity	0.6478	NPC2823
Remote Similarity	0.6474	NPC6982
Remote Similarity	0.6471	NPC89490
Remote Similarity	0.6471	NPC472587
Remote Similarity	0.6471	NPC271734
Remote Similarity	0.6471	NPC473762
Remote Similarity	0.6467	NPC285469
Remote Similarity	0.6464	NPC173028
Remote Similarity	0.6464	NPC65215
Remote Similarity	0.6461	NPC19679
Remote Similarity	0.646	NPC190296
Remote Similarity	0.6453	NPC317430
Remote Similarity	0.645	NPC215584
Remote Similarity	0.645	NPC44773
Remote Similarity	0.6443	NPC268534
Remote Similarity	0.6438	NPC2949
Remote Similarity	0.6438	NPC284635
Remote Similarity	0.6438	NPC115611
Remote Similarity	0.6437	NPC472123
Remote Similarity	0.6429	NPC329896
Remote Similarity	0.6429	NPC469762
Remote Similarity	0.6429	NPC475090
Remote Similarity	0.6429	NPC236711
Remote Similarity	0.6429	NPC475105
Remote Similarity	0.6424	NPC206592
Remote Similarity	0.6419	NPC317564
Remote Similarity	0.6415	NPC169433
Remote Similarity	0.641	NPC184437
Remote Similarity	0.6407	NPC207726
Remote Similarity	0.6407	NPC471458
Remote Similarity	0.6404	NPC233936
Remote Similarity	0.6403	NPC313362
Remote Similarity	0.64	NPC475097
Remote Similarity	0.6395	NPC264580
Remote Similarity	0.6384	NPC176199
Remote Similarity	0.6384	NPC215795
Remote Similarity	0.6382	NPC252794
Remote Similarity	0.638	NPC314372
Remote Similarity	0.6375	NPC22082
Remote Similarity	0.6375	NPC88097
Remote Similarity	0.6375	NPC104483
Remote Similarity	0.6375	NPC186284
Remote Similarity	0.6369	NPC51054
Remote Similarity	0.6369	NPC469785
Remote Similarity	0.6364	NPC288785
Remote Similarity	0.6358	NPC201700
Remote Similarity	0.6358	NPC154293
Remote Similarity	0.6358	NPC472103
Remote Similarity	0.634	NPC250361
Remote Similarity	0.6329	NPC325599
Remote Similarity	0.6325	NPC24678
Remote Similarity	0.6325	NPC105818
Remote Similarity	0.6324	NPC474177
Remote Similarity	0.6322	NPC194411
Remote Similarity	0.631	NPC229332
Remote Similarity	0.6301	NPC54988
Remote Similarity	0.6298	NPC473189
Remote Similarity	0.6296	NPC277157
Remote Similarity	0.6296	NPC469537
Remote Similarity	0.6294	NPC56765
Remote Similarity	0.6291	NPC283130
Remote Similarity	0.6291	NPC41174
Remote Similarity	0.6291	NPC328683
Remote Similarity	0.629	NPC133366
Remote Similarity	0.6289	NPC287358
Remote Similarity	0.6288	NPC78154
Remote Similarity	0.6287	NPC117032
Remote Similarity	0.6286	NPC470498
Remote Similarity	0.6282	NPC282398
Remote Similarity	0.628	NPC159856
Remote Similarity	0.6279	NPC311276
Remote Similarity	0.6279	NPC40779
Remote Similarity	0.6278	NPC472109
Remote Similarity	0.6278	NPC472108
Remote Similarity	0.6278	NPC472110
Remote Similarity	0.6278	NPC139291
Remote Similarity	0.6277	NPC323726
Remote Similarity	0.6273	NPC312092
Remote Similarity	0.6264	NPC63751
Remote Similarity	0.626	NPC111233
Remote Similarity	0.6259	NPC474430
Remote Similarity	0.6258	NPC9856
Remote Similarity	0.6258	NPC136002
Remote Similarity	0.6258	NPC311330
Remote Similarity	0.625	NPC469786
Remote Similarity	0.625	NPC469765
Remote Similarity	0.625	NPC259644
Remote Similarity	0.625	NPC469760
Remote Similarity	0.625	NPC290094
Remote Similarity	0.625	NPC95783
Remote Similarity	0.625	NPC469763
Remote Similarity	0.625	NPC25008
Remote Similarity	0.625	NPC73952
Remote Similarity	0.6243	NPC471742
Remote Similarity	0.6236	NPC293472
Remote Similarity	0.6236	NPC151939
Remote Similarity	0.6235	NPC299594
Remote Similarity	0.6235	NPC76982
Remote Similarity	0.6229	NPC126481
Remote Similarity	0.6226	NPC159589
Remote Similarity	0.6226	NPC475707
Remote Similarity	0.6223	NPC232130
Remote Similarity	0.6221	NPC282231
Remote Similarity	0.6215	NPC472586
Remote Similarity	0.6213	NPC80597
Remote Similarity	0.6213	NPC212376
Remote Similarity	0.6213	NPC75540
Remote Similarity	0.6213	NPC476219
Remote Similarity	0.6213	NPC211572
Remote Similarity	0.6213	NPC70922
Remote Similarity	0.6211	NPC130251
Remote Similarity	0.6207	NPC474561
Remote Similarity	0.6207	NPC49954
Remote Similarity	0.6205	NPC471957
Remote Similarity	0.6205	NPC470111
Remote Similarity	0.6201	NPC472443
Remote Similarity	0.6199	NPC135141
Remote Similarity	0.6199	NPC92796
Remote Similarity	0.6196	NPC46413
Remote Similarity	0.6193	NPC201634
Remote Similarity	0.6193	NPC158129
Remote Similarity	0.6185	NPC469541
Remote Similarity	0.6185	NPC271797
Remote Similarity	0.6185	NPC21174
Remote Similarity	0.6185	NPC159319
Remote Similarity	0.6185	NPC194640
Remote Similarity	0.6185	NPC90723
Remote Similarity	0.6183	NPC262295
Remote Similarity	0.6182	NPC285731
Remote Similarity	0.6182	NPC469525

Drug Structure

NPD1953 OpenBabel08211701392D 24 26 0 0 0 0 0 0 0 0999 V2000 -1.7321 -1.0000 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 2.5981 0.5000 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 1.7321 -0.0000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 0.8660 1.5000 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 -1.7321 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 -0.8660 0.5000 0.0000 C 0 0 0 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 -0.0000 3.0000 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 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 11 2 0 0 0 0 5 12 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 17 1 0 0 0 0 9 20 1 0 0 0 0 10 15 2 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 3 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 19 22 2 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009239
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	297.11
ALogP	0.1148
MLogP	2.56
XLogP	3.016
HDA	3
HBD	2
Rotatable Bonds	6
TPSA	87.76
RO5 Violation	0